Asymmetric Organocatalytic 1,6-Conjugate Addition of Aldehydes to Dienic Sulfones

Murphy, John J.; Quintard, Adrien; McArdle, Patrick; Alexakis, Alexandre; Stephens, John C.

doi:10.1002/anie.201100804

Scientific article

English

Asymmetric Organocatalytic 1,6-Conjugate Addition of Aldehydes to Dienic Sulfones

ContributorsMurphy, John J.; Quintard, Adrien; McArdle, Patrick; Alexakis, Alexandre; Stephens, John C.

Published inAngewandte Chemie, vol. 50, no. 22, p. 5095-5098

Publication date2011

Abstract

An unprecedented 1,6-enamine conjugate addition exploiting the charge delocalization in 1,3-bis(sulfonyl) butadienes has been developed. By appropriately designing a Michael acceptor, unique reactivities were obtained for the formation of highly valuable dienes containing two versatile vinyl sulfones (see scheme, TMS=trimethylsilyl).

Keywords

Asymmetric synthesis
Conjugate addition
Dienes
Organocatalysis
Sulfones

Affiliation entities

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

Citation (ISO format)

MURPHY, John J. et al. Asymmetric Organocatalytic 1,6-Conjugate Addition of Aldehydes to Dienic Sulfones. In: Angewandte Chemie, 2011, vol. 50, n° 22, p. 5095–5098. doi: 10.1002/anie.201100804

Article (Published version)

Identifiers

PID : unige:15871
DOI : 10.1002/anie.201100804

Journal ISSN1433-7851

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Creation24/05/2011 09:13:00

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Update14/03/2023 16:51:48

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Asymmetric Organocatalytic 1,6-Conjugate Addition of Aldehydes to Dienic Sulfones

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