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Stereoselective Ir(III)-catalyzed dimerization reaction of enynes: an entry to functionalized polyunsaturated and cyclic systems.
Chem Commun (Camb). 2010 Sep 14; 46(34):6332-4.CC

Abstract

The Ir(III) complex [Ir(2)H(2)I(3)((rac)-Binap)(2)](+)I(-) efficiently promotes the selective dimerization of 1,6-, 1,7-enynes and functionalized alkynes. This catalytic process results in the formation of head-to-head isomers with (E)-stereoselectivity. Subsequent Rh-catalyzed cycloisomerization under reductive conditions led to the corresponding 1,2-dialkylidenecyclopentane derivatives.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Ez-Zoubir M
Laboratoire Charles Friedel, Ecole Nationale Supérieure de Chimie de Paris Chimie ParisTech UMR 7223, 11 rue P. et M. Curie, F-75231 Paris Cedex 05, France.
Le Boucher d'Herouville F
No affiliation info available
Brown JA
No affiliation info available
Ratovelomanana-Vidal V
No affiliation info available
Michelet V
No affiliation info available

MeSH

AlkenesAlkynesCatalysisCyclizationDimerizationIridiumMolecular StructureOrganometallic CompoundsStereoisomerism

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

20676438

Citation

Ez-Zoubir, Mehdi, et al. "Stereoselective Ir(III)-catalyzed Dimerization Reaction of Enynes: an Entry to Functionalized Polyunsaturated and Cyclic Systems." Chemical Communications (Cambridge, England), vol. 46, no. 34, 2010, pp. 6332-4.
Ez-Zoubir M, Le Boucher d'Herouville F, Brown JA, et al. Stereoselective Ir(III)-catalyzed dimerization reaction of enynes: an entry to functionalized polyunsaturated and cyclic systems. Chem Commun (Camb). 2010;46(34):6332-4.
Ez-Zoubir, M., Le Boucher d'Herouville, F., Brown, J. A., Ratovelomanana-Vidal, V., & Michelet, V. (2010). Stereoselective Ir(III)-catalyzed dimerization reaction of enynes: an entry to functionalized polyunsaturated and cyclic systems. Chemical Communications (Cambridge, England), 46(34), 6332-4. https://doi.org/10.1039/c0cc00721h
Ez-Zoubir M, et al. Stereoselective Ir(III)-catalyzed Dimerization Reaction of Enynes: an Entry to Functionalized Polyunsaturated and Cyclic Systems. Chem Commun (Camb). 2010 Sep 14;46(34):6332-4. PubMed PMID: 20676438.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Stereoselective Ir(III)-catalyzed dimerization reaction of enynes: an entry to functionalized polyunsaturated and cyclic systems. AU - Ez-Zoubir,Mehdi, AU - Le Boucher d'Herouville,Florent, AU - Brown,Jack A, AU - Ratovelomanana-Vidal,Virginie, AU - Michelet,Véronique, Y1 - 2010/08/02/ PY - 2010/8/3/entrez PY - 2010/8/3/pubmed PY - 2010/12/14/medline SP - 6332 EP - 4 JF - Chemical communications (Cambridge, England) JO - Chem Commun (Camb) VL - 46 IS - 34 N2 - The Ir(III) complex [Ir(2)H(2)I(3)((rac)-Binap)(2)](+)I(-) efficiently promotes the selective dimerization of 1,6-, 1,7-enynes and functionalized alkynes. This catalytic process results in the formation of head-to-head isomers with (E)-stereoselectivity. Subsequent Rh-catalyzed cycloisomerization under reductive conditions led to the corresponding 1,2-dialkylidenecyclopentane derivatives. SN - 1364-548X UR - https://www.unboundmedicine.com/medline/citation/20676438/Stereoselective_Ir_III__catalyzed_dimerization_reaction_of_enynes:_an_entry_to_functionalized_polyunsaturated_and_cyclic_systems_ L2 - https://doi.org/10.1039/c0cc00721h DB - PRIME DP - Unbound Medicine ER -