Organocatalyst-mediated enantioselective intramolecular Michael addition of aldehydes to vinyl sulfones

Bournaud, Chloée; Marchal, Estelle; Quintard, Adrien; Sulzer Mossé, Sarah; Alexakis, Alexandre

doi:10.1016/j.tetasy.2010.03.043

Scientific article

English

Organocatalyst-mediated enantioselective intramolecular Michael addition of aldehydes to vinyl sulfones

ContributorsBournaud, Chloée; Marchal, Estelle; Quintard, Adrien; Sulzer Mossé, Sarah; Alexakis, Alexandre

Published inTetrahedron: asymmetry, vol. 21, no. 13-14, p. 1666-1673

Publication date2010

Abstract

Chiral amines with a hydrogen bond donor promote the intramolecular conjugate addition of aldehydes to vinyl sulfones. Chiral cyclic sulfone-aldehydes are obtained in good yields with an ee of up to 82%.

Affiliation entities

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

Citation (ISO format)

BOURNAUD, Chloée et al. Organocatalyst-mediated enantioselective intramolecular Michael addition of aldehydes to vinyl sulfones. In: Tetrahedron: asymmetry, 2010, vol. 21, n° 13-14, p. 1666–1673. doi: 10.1016/j.tetasy.2010.03.043

Article (Published version)

Identifiers

PID : unige:11039
DOI : 10.1016/j.tetasy.2010.03.043

Commercial URLhttp://linkinghub.elsevier.com/retrieve/pii/S095741661000220X

Journal ISSN0957-4166

584views

0downloads

Creation15/08/2010 20:06:00

First validation15/08/2010 20:06:00

Update time14/03/2023 16:02:02

Status update14/03/2023 16:02:02

Last indexation29/10/2024 16:48:25

Archive ouverte UNIGE

Organocatalyst-mediated enantioselective intramolecular Michael addition of aldehydes to vinyl sulfones

Chiral amines with a hydrogen bond donor promote the intramolecular conjugate addition of aldehydes to vinyl sulfones. Chiral cyclic sulfone-aldehydes are obtained in good yields with an ee of up to 82%.

Technical informations