Tandem Copper-catalyzed enantioselective allylation-metathesis

Alexakis, Alexandre; Tissot-Croset, Karine

doi:10.1021/ol0269244

Scientific article

Letter

English

Tandem Copper-catalyzed enantioselective allylation-metathesis

Contributors

Alexakis, Alexandre; Tissot-Croset, Karine

Published in

Organic letters, vol. 4, no. 23, p. 4147-4149

Publication date

2002

Abstract

Grignard reagents undergo enantioselective (up to 86% ee) copper-catalyzed S(N)2' substitution on achiral allylic chlorides. The reaction is wide in scope for both the Grignard reagent and the allylic substrate. The resulting terminal alkene could be submitted to intra- or intermolecular metathesis to afford new chiral synthons. The experimental conditions are compatible with a one-pot overall substitution-metathesis procedure without loss of enantioselectivity.

UNIGE affiliation entities

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Citation (ISO format)

ALEXAKIS, Alexandre, TISSOT-CROSET, Karine. Tandem Copper-catalyzed enantioselective allylation-metathesis. In: Organic letters, 2002, vol. 4, n° 23, p. 4147–4149. doi: 10.1021/ol0269244

Article (Published version)

Identifiers

PID : unige:8038
DOI : 10.1021/ol0269244
PMID : 12423108

Journal ISSN

1523-7052

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21/06/2010 14:15:47

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14/03/2023 15:47:48

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10/06/2025 21:35:49

Tandem Copper-catalyzed enantioselective allylation-metathesis

Contributors

Published in

Publication date

Abstract

UNIGE affiliation entities

Citation (ISO format)

Main files (1)

Identifiers

Journal ISSN

Technical informations

Creation

First validation

Update

Status update

Last indexation