Nickel-Catalyzed Asymmetric Negishi Cross-Couplings of Racemic Secondary Allylic Chlorides with Alkylzincs
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Author(s)
Lou, Sha
Fu, Gregory C.
Date Issued
January 2010
Journal
Organic Syntheses
Publisher
Organic Syntheses, Inc.
Citation
Lou, Sha, and Gregory C. Fu. “NICKEL-CATALYZED ASYMMETRIC NEGISHI CROSS-COUPLINGS OF RACEMIC SECONDARY ALLYLIC CHLORIDES WITH ALKYLZINCS: (S,E)-ETHYL 6-(1,3-DIOXOLAN-2-YL)-4-METHYLHEX-2-ENOATE.” Organic Syntheses 87 (2010) : 317.
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Author's final manuscript
Abstract
The transition metal-catalyzed enantioselective coupling of allylic electrophiles with carbon nucleophiles has been the focus of intense investigation.5 Salient examples include palladium-catalyzed couplings with enolates, nickel-catalyzed couplings with Grignard reagents, and copper-catalyzed couplings with Grignard and diorganozinc reagents.6 Despite impressive progress, the development of methods that have broader scope with respect to the nucleophile, as well as improved functional-group compatibility, persist as important challenges.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=v87p0317
