Macrocyclization by Ring‐Closing Metathesis in the Total Synthesis of Natural Products: Reaction Conditions and Limitations (English)
- New search for: Gradillas, Ana
- New search for: Pérez‐Castells, Javier
- New search for: Gradillas, Ana
- New search for: Pérez‐Castells, Javier
In:
Angewandte Chemie International Edition
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45
, 37
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6086-6101
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2006
- Article (Journal) / Electronic Resource
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Title:Macrocyclization by Ring‐Closing Metathesis in the Total Synthesis of Natural Products: Reaction Conditions and Limitations
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Contributors:Gradillas, Ana ( author ) / Pérez‐Castells, Javier ( author )
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Published in:Angewandte Chemie International Edition ; 45, 37 ; 6086-6101
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Publisher:
- New search for: WILEY‐VCH Verlag
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Publication date:2006-09-18
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Size:16 pages
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ISSN:
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DOI:
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Type of media:Article (Journal)
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Type of material:Electronic Resource
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Language:English
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Keywords:
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Source:
Table of contents – Volume 45, Issue 37
The tables of contents are generated automatically and are based on the data records of the individual contributions available in the index of the TIB portal. The display of the Tables of Contents may therefore be incomplete.
- 6063
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Cover Picture: Making the True “CP” Ligand (Angew. Chem. Int. Ed. 37/2006)Cordaro, Joseph G. / Stein, Daniel / Rüegger, Heinz / Grützmacher, Hansjörg et al. | 2006
- 6066
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Graphical Abstract: Angew. Chem. Int. Ed. 37/2006| 2006
- 6078
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Organic Chemistry: A.‐M. Caminade and S. Quideau honored| 2006
- 6079
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Supercritical Carbon Dioxide in Polymer Reaction Engineering. Edited by Maartje F. Kemmere and Thierry Meyer.Pagliaro, Mario et al. | 2006
- 6079
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Bio‐Based Polymers and Composites. By Richard P. Wool and Xiuzhi Susan Sun.Mark, James E. et al. | 2006
- 6080
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Mechanical Properties of Polymers Based on Nanostructure and Morphology. Edited by Georg H. Michler and Francisco J. Baltaprime-Calleja.Mark, J. E. et al. | 2006
- 6080
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Mechanical Properties of Polymers Based on Nanostructure and Morphology. Edited by Georg H. Michler and Francisco J. Balta′‐Calleja.Mark, James E. et al. | 2006
- 6082
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From Olefin to Alkane Metathesis: A Historical Point of ViewBasset, Jean‐Marie / Copéret, Christophe / Soulivong, Daravong / Taoufik, Mostafa / Thivolle‐Cazat, Jean et al. | 2006
- 6082
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From Olefin to Alkane Metathesis: A Historical Point of View. We are indebted to the CNRS, the Ministère délégué à l'Enseignement supérieur et à la Recherche, the Région Rhônes-Alpes, and CPE Lyon for financial support. We would also like to thank our industrial partners INEOS and BP for continuous support, and more specifically S. Chakka, B. M. Maunders, S. Spitzmesser, and G. J. Sunley. Finally, we thank the graduate students and postdoctoral fellows who carry out research in the LCOMS.Basset, Jean-Marie et al. | 2006
- 6086
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Macrocyclization by Ring‐Closing Metathesis in the Total Synthesis of Natural Products: Reaction Conditions and LimitationsGradillas, Ana / Pérez‐Castells, Javier et al. | 2006
- 6104
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Encoded Microcarriers For High‐Throughput Multiplexed DetectionWilson, Robert / Cossins, Andrew R. / Spiller, David G. et al. | 2006
- 6118
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Cationic Terminal Borylene Complexes: Structure/Bonding Analysis and [4+1] Cycloaddition Reactivity of a BN Vinylidene AnalogueAldridge, Simon / Jones, Cameron / Gans‐Eichler, Timo / Stasch, Andreas / Kays (née Coombs), Deborah L. / Coombs, Natalie D. / Willock, David J. et al. | 2006
- 6118
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Cationic Terminal Borylene Complexes: Structure-Bonding Analysis and [4+1] Cycloaddition Reactivity of a BN Vinylidene Analogue. We thank the EPSRC for funding and for access to the National Mass Spectrometry facility.Aldridge, Simon et al. | 2006
- 6122
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Helicity Inversion in Lanthanide(III) Complexes with Chiral Nonaaza Macrocyclic LigandsGregoliński, Janusz / Lisowski, Jerzy et al. | 2006
- 6122
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Helicity Inversion in Lanthanide(III) Complexes with Chiral Nonaaza Macrocyclic Ligands. This work was supported by MNiSW grant 1 T09A 143 30. We thank Prof. T. Lis for help with the determination of the X-ray crystal structures.Gregolinski, Janusz et al. | 2006
- 6126
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A Multifunctional Metal–Organic Open Framework with a bcu Topology Constructed from Undecanuclear ClustersFang, Qian‐Rong / Zhu, Guang‐Shan / Jin, Zhao / Xue, Ming / Wei, Xiao / Wang, De‐Jun / Qiu, Shi‐Lun et al. | 2006
- 6126
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A Multifunctional Metal-Organic Open Framework with a bcu Topology Constructed from Undecanuclear Clusters. This work was supported by the National Natural Science Foundation of China (grant nos. 20371020 and 20531030) and the Graduate Innovation Lab of Jilin University. We are very grateful for the help provided by Ankersmid Company, Netherlands. bcu=body-centered cubic.Fang, Qian-Rong et al. | 2006
- 6130
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Highly Diastereo‐ and Enantioselective Mukaiyama Aldol Reactions Catalyzed by Hydrogen BondingMcGilvra, Jeff D. / Unni, Aditya K. / Modi, Kriti / Rawal, Viresh H. et al. | 2006
- 6130
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Highly Diastereo- and Enantioselective Mukaiyama Aldol Reactions Catalyzed by Hydrogen Bonding. This work was supported by the NSF and the NIH. Dr. Ian Steele is acknowledged for determination of the X-ray crystal structure shown in Figure FIGR HREF="fig1">1.Mcgilvra, Jeff D. et al. | 2006
- 6133
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A Population of Thermostable Reverse Transcriptases Evolved from Thermus aquaticus DNA Polymerase I by Phage Display. We thank F. Bahrami, M. Delarue, P. A. Kaminski, and S. Wain-Hobson for critical comments on the manuscript, T. Huynh-Dinh and P. E. Bost for advice, and C. Gouyette, O. Helynck, and V. Huteau for technical help. This work was supported by the Ministère de la Recherche (ACI blanche), the CNRS (Programme Physique et Chimie du Vivant), and the Pasteur-Weizmann Foundation.Vichier-Guerre, Sophie et al. | 2006
- 6133
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A Population of Thermostable Reverse Transcriptases Evolved from Thermus aquaticus DNA Polymerase I by Phage DisplayVichier‐Guerre, Sophie / Ferris, Stéphane / Auberger, Nicolas / Mahiddine, Karim / Jestin, Jean‐Luc et al. | 2006
- 6137
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Evidence That a Miniature CuI Metalloprotein Undergoes Collisional Electron Transfer in the Inverted Marcus RegionHong, Jing / Kharenko, Olesya A. / Fan, Jiufeng / Xie, Fei / Petros, Amy K. / Gibney, Brian R. / Ogawa, Michael Y. et al. | 2006
- 6137
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Evidence That a Miniature CuI Metalloprotein Undergoes Collisional Electron Transfer in the Inverted Marcus Region. This work was partially supported by NSF grant no. CHE-0455441 (M.Y.O.), ACS-PRF grant no. 34901-AC (M.Y.O.), and AHA grant no. 0455900T (B.R.G.). A.K.P. is an NSF-GK-12 fellow (NSF-DGE-02-31875). We thank Prof. M. A. J. Rodgers for helpful discussions and Prof. F. Castellano for use of the laser facilities.Hong, Jing et al. | 2006
- 6140
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Bimolecular Control over Polypropene Stereochemical Microstructure in a Well‐Defined Two‐State System and a New Fundamental Form: Stereogradient PolypropeneHarney, Matthew B. / Zhang, Yonghui / Sita, Lawrence R. et al. | 2006
- 6140
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Bimolecular Control over Polypropene Stereochemical Microstructure in a Well-Defined Two-State System and a New Fundamental Form: Stereogradient Polypropene. Funding for this work was provided by the NSF (CHE-0092493). We thank the ACS Division of Organic Chemistry for a graduate fellowship (to M.B.H.) sponsored by the Proctor and Gamble Company.Harney, Matthew B. et al. | 2006
- 6144
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Four-Color, Enzyme-Free Interrogation of DNA Sequences with Chemically Activated, 3'-Fluorophore-Labeled Nucleotides. The authors thank U. Plutowski, C. Ahlborn, and S. Vogel for helpful discussions. This work was supported by the DFG (grant No. 1063-1-3) and the Fonds der Chemischen Industrie.Griesang, Niels et al. | 2006
- 6144
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Four‐Color, Enzyme‐Free Interrogation of DNA Sequences with Chemically Activated, 3′‐Fluorophore‐Labeled NucleotidesGriesang, Niels / Gießler, Kerstin / Lommel, Tanja / Richert, Clemens et al. | 2006
- 6144
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Four-Color, Enzyme-Free Interrogation of DNA Sequences with Chemically Activated, 3prime-Fluorophore-Labeled NucleotidesGriesang, N. / Gieler, K. / Lommel, T. / Richert, C. et al. | 2006
- 6148
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2D NMR Spectroscopic Evidence for Unprecedented Interactions of cis-[Rh2(dap)(m-O2CCH3)2(1-O2CCH3)(CH3OH)](O2CCH3) with a DNA Oligonucleotide: Combination of Intercalative and Coordinative BindingKang, M. / Chouai, A. / Chifotides, H. T. / Dunbar, K. R. et al. | 2006
- 6148
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2D NMR Spectroscopic Evidence for Unprecedented Interactions of cis-[Rh2(dap)(µ-O2CCH3)2([eta]1-O2CCH3)(CH3OH)](O2CCH3) with a DNA Oligonucleotide: Combination of Intercalative and Coordinative Binding . K.R.D. is grateful to the Robert A. Welch Foundation for support of this research. dap=1,12-diazaperylene.Kang, Mijeong et al. | 2006
- 6148
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2D NMR Spectroscopic Evidence for Unprecedented Interactions of cis‐[Rh2(dap)(μ‐O2CCH3)2(η1‐O2CCH3)(CH3OH)](O2CCH3) with a DNA Oligonucleotide: Combination of Intercalative and Coordinative BindingKang, Mijeong / Chouai, Abdellatif / Chifotides, Helen T. / Dunbar, Kim R. et al. | 2006
- 6152
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Phosphole‐Modified Poly(thiophene)s: Unique Postfunctionalizable Conjugated Polymers That Sense Elemental ChalcogenidesSebastian, Manuel / Hissler, Muriel / Fave, Claire / Rault‐Berthelot, Joëlle / Odin, Christophe / Réau, Régis et al. | 2006
- 6152
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Phosphole-Modified Poly(thiophene)s: Unique Postfunctionalizable Conjugated Polymers That Sense Elemental Chalcogenides. We thank the Ministère de la Recherche, the Institut Universitaire de France, the CNRS, and the Deutsche Forschungsgemeinschaft.Sebastian, Manuel et al. | 2006
- 6155
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Anion-Templated Syntheses of Pseudopeptidic Macrocycles. Financial support from the Spanish Ministerio de Educacion y Ciencia (BQU2003-09215-C03-02) Bancaixa-UJI (P-IB2004-38), and Generalitat Valenciana (GRUPOS 04-031) is gratefully acknowledged. I.A. and M.B. thank MEC for financial support (Ramon y Cajal and FPU Programs, respectively).Bru, Miriam et al. | 2006
- 6155
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Anion‐Templated Syntheses of Pseudopeptidic MacrocyclesBru, Miriam / Alfonso, Ignacio / Burguete, M. Isabel / Luis, Santiago V. et al. | 2006
- 6159
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Making the True "CP" Ligand. We thank the ETH Zürich for financial support and Theo Zweifel for helpful suggestions.Cordaro, Joseph G. et al. | 2006
- 6159
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Making the True “CP” LigandCordaro, Joseph G. / Stein, Daniel / Rüegger, Heinz / Grützmacher, Hansjörg et al. | 2006
- 6163
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Endowing Aspecific, Unbridged-Metallocene Propylene-Polymerization Catalysts with Isospecificity: The Unprecedented Role of MAO. The authors are grateful for financial support from CMDS, POMRC, the BK-21 project, and the Honam Petrochemical Co. S.K.K. thanks Mr. H. S. Shin for performing the NMR spectroscopy experiments. MAO=methyl aluminum oxane.Kim, Seong Kyun et al. | 2006
- 6163
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Endowing Aspecific, Unbridged‐Metallocene Propylene‐Polymerization Catalysts with Isospecificity: The Unprecedented Role of MAOKim, Seong Kyun / Kim, Hwa Kyu / Lee, Min Hyung / Yoon, Seung Woong / Do, Youngkyu et al. | 2006
- 6166
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Onset of Crystalline Order in 1‐Nonanethiol Monolayers Deposited from SolutionCapitán, María José / Álvarez, Jesús / Calvente, Juan José / Andreu, Rafael et al. | 2006
- 6166
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Onset of Crystalline Order in 1-Nonanethiol Monolayers Deposited from Solution. The authors thank Dr. O. Seeck for his fruitful help at the W1.1 beamline in Hasylab. We acknowledge the financial support of MCYT, Spain, grant nos. MAT2004-2007, CTQ 2005-01184, CAM, Spain, grant no. 07N-0023-2002, and the EC under the FP6 "Structuring the European Research Area" Programme Contract RII3-CT-2004-506008Capitán, Maria José et al. | 2006
- 6169
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Luminescent Dinuclear Platinum(II) Terpyridine Complexes with a Flexible Bridge and “Sticky Ends”Yam, Vivian Wing‐Wah / Chan, Kenneth Hoi‐Yiu / Wong, Keith Man‐Chung / Chu, Ben Wai‐Kin et al. | 2006
- 6169
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Luminescent Dinuclear Platinum(II) Terpyridine Complexes with a Flexible Bridge and "Sticky Ends". V.W.-W.Y. acknowledges support from the University Development Fund of The University of Hong Kong. This work has been supported by a Central Allocation Vote (CAV) Grant from the Research Grants Council of Hong Kong Special Administrative Region, China (Project No. HKU 2-05C). K.H.-Y.C. acknowledges the receipt of a postgraduate studentship, administered by The University of Hong Kong.Yam, Vivian Wing-Wah et al. | 2006
- 6173
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Thermoresponsive Micelles from Oligopeptide‐Grafted CyclotriphosphazenesJun, Yong Joo / Toti, Udaya S. / Kim, Hye Young / Yu, Ji Young / Jeong, Byeongmoon / Jun, Moo Jin / Sohn, Youn Soo et al. | 2006
- 6173
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Thermoresponsive Micelles from Oligopeptide-Grafted Cyclotriphosphazenes. This work was supported by the SRC program of the Korea Science and Engineering Foundation through the Center for Intelligent Nano-Bio Materials at Ewha Womans University (Grant R11-2005-008-01002-0) and by a Korean Research Foundation Grant (KRF-2004-005-C00090).Jun, Yong Joo et al. | 2006
- 6176
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Direct Assembly of Nucleoside Precursors from Two- and Three-Carbon Units. This work was carried out as part of the EU COST action D27 "Prebiotic Chemistry and Early Evolution", and was funded by the Engineering and Physical Sciences Research Council through the provision of a postdoctoral fellowship to C.A. and studentships to M.W.P. and M.A.C. We thank Dr. A. Parkes and Dr. M. Helliwell for preliminary experiments.Anastasi, Carole et al. | 2006
- 6176
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Direct Assembly of Nucleoside Precursors from Two‐ and Three‐Carbon UnitsAnastasi, Carole / Crowe, Michael A. / Powner, Matthew W. / Sutherland, John D. et al. | 2006
- 6179
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Family 4 Glycosidases Carry Out Efficient Hydrolysis of Thioglycosides by an a,b-Elimination MechanismYip, V. L. / Withers, S. G. et al. | 2006
- 6179
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Family 4 Glycosidases Carry Out Efficient Hydrolysis of Thioglycosides by an [alpha],b-Elimination Mechanism. We thank Dr. Gideon Davies for providing the BglT plasmid, Dr. John Thompson for providing the kinase BglK, Dr. J. Müllegger for providing the thioglycoligase Abg E170Q, and Dr. Hongming Chen for providing p-nitrophenyl 4-deoxy-4-thio-D-glucoside. We also thank the Natural Sciences and Engineering Research Council of Canada for financial support. V.L.Y.Y. is funded by graduate fellowships from the Natural Sciences and Engineering Research Council of Canada and the Michael Smith Foundation for Health Research.Yip, Vivian L.Y. et al. | 2006
- 6179
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Family 4 Glycosidases Carry Out Efficient Hydrolysis of Thioglycosides by an α,β‐Elimination MechanismYip, Vivian L. Y. / Withers, Stephen G. et al. | 2006
- 6182
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Radical Alkylation of Bis(silyloxy)enamine Derivatives of Organic Nitro CompoundsLee, Jin Young / Hong, Young‐Taek / Kim, Sunggak et al. | 2006
- 6182
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Radical Alkylation of Bis(silyloxy)enamine Derivatives of Organic Nitro Compounds. We thank the CMDS and BK21 programs for financial support.Lee, Jin Young et al. | 2006
- 6186
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Synthesis and Study of Janus Bis(carbene)s and Their Transition‐Metal ComplexesKhramov, Dimitri M. / Boydston, Andrew J. / Bielawski, Christopher W. et al. | 2006
- 6186
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Synthesis and Study of Janus Bis(carbene)s and Their Transition-Metal Complexes. We are grateful to the U.S. Army Research Office (W911NF-05-1-0430) and The University of Texas at Austin for their generous support of this research. A.J.B. thanks The University of Texas at Austin for a University Continuing Fellowship. J. W. Kamplain is acknowledged for his assistance.Khramov, Dimitri M. et al. | 2006
- 6189
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White Metallopolyynes for Optical Limiting-Transparency Trade-off Optimization. This work was supported by a CERG grant from the Research Grants Council of the Hong Kong SAR, P.R. China (project no. HKBU 2022-03P) and Hong Kong Baptist University.Zhou, Gui-Jiang et al. | 2006
- 6189
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White Metallopolyynes for Optical Limiting/Transparency Trade‐off OptimizationZhou, Gui‐Jiang / Wong, Wai‐Yeung / Lin, Zhenyang / Ye, Cheng et al. | 2006
- 6193
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Configurationally Stable Molecular Propellers: First Resolution of Residual EnantiomersBenincori, Tiziana / Celentano, Giuseppe / Pilati, Tullio / Ponti, Alessandro / Rizzo, Simona / Sannicolò, Francesco et al. | 2006
- 6193
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Configurationally Stable Molecular Propellers: First Resolution of Residual Enantiomers. We thank Prof. M. Pierini (University of Rome "La Sapienza") for a preliminary HPLC simulation, Prof. M. Gullotti (University of Milan) for CD spectra, and Jasco Europe Srl for technical assistance in HPLC experiments with a circular dichroism detector. T.B. is grateful to the Dipartimento di Chimica Organica e Industriale of the Università di Milano for hospitality. Financial support from project FIRB2003-RBNE033 KMIA is acknowledged.Benincori, Tiziana et al. | 2006
- 6197
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Total Synthesis of Pseudolaric Acid A. The work was supported by the Research Grants Council of Hong Kong SAR, P.R. China (Project No. HKU 7017-04P), the Areas of Excellence Scheme (Project No. AoE-P-10-01) administered by the University Grants Committee (HKSAR), and The University of Hong Kong. B.C. acknowledges the award of a postgraduate student exchange scholarship from the University of Hong Kong. We thank Prof. G. W. Qin of the Shanghai Institute of Materia Medica for a sample of pseudolaric acid A, and W.-T. Ma and Prof. Z. Cai (HKBU) for obtaining high-resolution mass spectra.Geng, Zhe et al. | 2006
- 6197
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Total Synthesis of Pseudolaric Acid AGeng, Zhe / Chen, Bin / Chiu, Pauline et al. | 2006
- 6201
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Alkane Metathesis Catalyzed by a Well-Defined Silica-Supported Mo Imido Alkylidene Complex: [(&tbond;SiO)Mo(NAr)(CHtBu)(CH2tBu)]. F.B. is grateful to the French Ministry of Education, Research, and Technology (MENRT) for a predoctoral fellowship. We thank R. R. Schrock and A. Sinha for providing a sample of [Mo(NAr)(CHtBu)(CH2tBu)2]. We are also indebted to the CNRS and ESCPE Lyon for financial support.Blanc, Frédéric et al. | 2006
- 6201
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Alkane Metathesis Catalyzed by a Well‐Defined Silica‐Supported Mo Imido Alkylidene Complex: [(SiO)Mo(NAr)(CHtBu)(CH2tBu)]Blanc, Frédéric / Copéret, Christophe / Thivolle‐Cazat, Jean / Basset, Jean‐Marie et al. | 2006
- 6204
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Iridium‐Catalyzed Enantioselective Synthesis of Allylic Alcohols: Silanolates as Hydroxide EquivalentsLyothier, Isabelle / Defieber, Christian / Carreira, Erick M. et al. | 2006
- 6204
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Iridium-Catalyzed Enantioselective Synthesis of Allylic Alcohols: Silanolates as Hydroxide Equivalents. This research was supported by a Swiss National Science Foundation Grant and ETH Zürich. I.L. is grateful to the Roche Research Foundation and the Novartis Foundation for postdoctoral fellowships.Lyothier, Isabelle et al. | 2006
- 6207
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A General Approach to the Covalent Immobilization of Single PolymersLiu, Li / Yan, Mingdi et al. | 2006
- 6207
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A General Approach to the Covalent Immobilization of Single Polymers. The authors acknowledge the financial support from an NIH AREA award 1R15 GM066279-01A2.Liu, Li et al. | 2006
- 6210
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Quantum Chemical Calculations Predict the Diphenyl Diuranium Compound [PhUUPh] To Have a Stable 1Ag Ground StateLa Macchia, Giovanni / Brynda, Marcin / Gagliardi, Laura et al. | 2006
- 6210
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Quantum Chemical Calculations Predict the Diphenyl Diuranium Compound [PhUUPh] To Have a Stable 1Ag Ground State. G.L.M. and L.G. thank the Swiss National Foundation (grant no. 200021-111645-1). The authors thank P. P. Power and B. O. Roos for stimulating discussions.La Macchia, Giovanni et al. | 2006
- 6215
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A Supramolecular Photocatalyst for the Production of Hydrogen and the Selective Hydrogenation of TolaneRau, Sven / Schäfer, Bernhard / Gleich, Dieter / Anders, Ernst / Rudolph, Manfred / Friedrich, Manfred / Görls, Helmar / Henry, William / Vos, Johannes G. et al. | 2006
- 6215
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A Supramolecular Photocatalyst for the Production of Hydrogen and the Selective Hydrogenation of Tolane. We thank Prof. D. Walther (Jena) for support and inspiration, and also the referees for their helpful comments. This work was supported financially by the DFG (SFB 436) and Enterprise Ireland SC20030074.Rau, Sven et al. | 2006
- 6218
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Efficient Oxidative Cyclization of 1,6-Dienes: A Highly Diastereoselective Entry to Substituted Tetrahydropyrans. We thank the Deutsche Forschungsgemeinschaft (STA-634-1-1), the Fonds der Chemischen Industrie, and the Ernst-Schering-Stiftung (fellowship to S.R.) for financial support of this work. We are also grateful to Professor H.-U. Reissig for helpful discussions and generous support.Roth, Stefanie et al. | 2006
- 6218
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Efficient Oxidative Cyclization of 1,6‐Dienes: A Highly Diastereoselective Entry to Substituted TetrahydropyransRoth, Stefanie / Stark, Christian B. W. et al. | 2006
- 6221
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Hydrogen-Bonded Hexamers Self-Assemble as Spherical and Tubular Superstructures on the Sub-Micron Scale. We acknowledge the NSF for financial support of this work. We thank the University of Missouri Structural Biology Core for technical assistance and use of the light scattering instrument, and the Electron Microscopy Core for the use of the TEM and SEM facilities.Heaven, Michael W. et al. | 2006
- 6221
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Hydrogen‐Bonded Hexamers Self‐Assemble as Spherical and Tubular Superstructures on the Sub‐Micron ScaleHeaven, Michael W. / Cave, Gareth W. V. / McKinlay, Robert M. / Antesberger, Jochen / Dalgarno, Scott J. / Thallapally, Praveen K. / Atwood, Jerry L. et al. | 2006
- 6229
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Preview: Angew. Chem. Int. Ed. 37/2006| 2006