Diamine-catalyzed asymmetric Michael additions of aldehydes and ketones to nitrostyrene

Alexakis, Alexandre; Andrey, Olivier

doi:10.1021/ol026543q

Scientific article

Letter

English

Diamine-catalyzed asymmetric Michael additions of aldehydes and ketones to nitrostyrene

ContributorsAlexakis, Alexandre; Andrey, Olivier

Published inOrganic letters, vol. 4, no. 21, p. 3611-3614

Publication date2002

Abstract

The direct Michael addition of aldehydes and ketones to nitrostyrene, catalyzed by N-i-Pr-2,2'-bipyrrolidine, is described. The desired 1,4-adducts are obtained in excellent yield with enantioselectivities up to 85% ee and dr up to 95:5 of the syn product.

Affiliation

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

Citation (ISO format)

ALEXAKIS, Alexandre, ANDREY, Olivier. Diamine-catalyzed asymmetric Michael additions of aldehydes and ketones to nitrostyrene. In: Organic letters, 2002, vol. 4, n° 21, p. 3611–3614. doi: 10.1021/ol026543q

Article (Published version)

Identifiers

PID : unige:8036
DOI : 10.1021/ol026543q
PMID : 12375900

ISSN of the journal1523-7052

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Diamine-catalyzed asymmetric Michael additions of aldehydes and ketones to nitrostyrene

The direct Michael addition of aldehydes and ketones to nitrostyrene, catalyzed by N-i-Pr-2,2'-bipyrrolidine, is described. The desired 1,4-adducts are obtained in excellent yield with enantioselectivities up to 85% ee and dr up to 95:5 of the syn product.

Technical informations