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

Article scientifique

Anglais

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

Contributeurs/tricesMurphy, John J.; Quintard, Adrien; McArdle, Patrick; Alexakis, Alexandre; Stephens, John C.

Publié dansAngewandte Chemie, vol. 50, no. 22, p. 5095-5098

Date de publication2011

Résumé

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).

Mots-clés

Asymmetric synthesis
Conjugate addition
Dienes
Organocatalysis
Sulfones

Structure d'affiliation

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

Citation (format ISO)

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)

Identifiants

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

ISSN du journal1433-7851

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Création24.05.2011 09:13:00

Première validation24.05.2011 09:13:00

Heure de mise à jour14.03.2023 16:51:48

Changement de statut14.03.2023 16:51:48

Dernière indexation15.01.2024 22:22:38

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

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