ω-ethylenic allylic substrates as alternatives to cyclic substrates in copper- and iridium-catalyzed asymmetric allylic alkylation

Giacomina, Francesca; Riat, David; Alexakis, Alexandre

doi:10.1021/ol100162y

Scientific article

English

ω-ethylenic allylic substrates as alternatives to cyclic substrates in copper- and iridium-catalyzed asymmetric allylic alkylation

ContributorsGiacomina, Francesca; Riat, David; Alexakis, Alexandre

Published inOrganic letters, vol. 12, no. 6, p. 1156-1159

Publication date2010

Abstract

A new strategy to access highly enantioenriched cyclic compounds (up to 98%) is proposed using ω-ethylenic allylic substrates through a one-pot asymmetric allylic alkylation and ring-closing metathesis. Such starting compounds can be seen as synthetic equivalents of cyclic allylic substrates.

Affiliation entities

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

Citation (ISO format)

GIACOMINA, Francesca, RIAT, David, ALEXAKIS, Alexandre. ω-ethylenic allylic substrates as alternatives to cyclic substrates in copper- and iridium-catalyzed asymmetric allylic alkylation. In: Organic letters, 2010, vol. 12, n° 6, p. 1156–1159. doi: 10.1021/ol100162y

Article (Published version)

Identifiers

PID : unige:6362
DOI : 10.1021/ol100162y

Journal ISSN1523-7052

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Creation26/04/2010 12:09:00

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ω-ethylenic allylic substrates as alternatives to cyclic substrates in copper- and iridium-catalyzed asymmetric allylic alkylation

A new strategy to access highly enantioenriched cyclic compounds (up to 98%) is proposed using ω-ethylenic allylic substrates through a one-pot asymmetric allylic alkylation and ring-closing metathesis. Such starting compounds can be seen as synthetic equivalents of cyclic allylic substrates.

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