Copper-Catalyzed Asymmetric 1,4-Addition of Alkenyl Alanes to N-Substituted-2-3-dehydro-4-piperidones

Mueller, Daniel; Alexakis, Alexandre

doi:10.1021/ol3004436

Scientific article

English

Copper-Catalyzed Asymmetric 1,4-Addition of Alkenyl Alanes to N-Substituted-2-3-dehydro-4-piperidones

ContributorsMueller, Daniel; Alexakis, Alexandre

Published inOrganic letters, vol. 14, no. 7, p. 1842-1845

Publication date2012

Abstract

Readily available vinyl alanes are used in the Cu-catalyzed asymmetric conjugate addition reaction to N-substituted-2-3-dehydro-4-piperidones. The enhanced reactivity of recently developed and easily prepared phosphine amine ligands in combination with inexpensive Cu(II)naphtenate (CuNp) allows the introduction of a great variety of alkenyl, alkyl, and aryl aluminums in high enantioselectivity.

Affiliation entities

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

Citation (ISO format)

MUELLER, Daniel, ALEXAKIS, Alexandre. Copper-Catalyzed Asymmetric 1,4-Addition of Alkenyl Alanes to N-Substituted-2-3-dehydro-4-piperidones. In: Organic letters, 2012, vol. 14, n° 7, p. 1842–1845. doi: 10.1021/ol3004436

Article (Published version)

Identifiers

PID : unige:19416
DOI : 10.1021/ol3004436

Journal ISSN1523-7052

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Creation10/04/2012 16:02:00

First validation10/04/2012 16:02:00

Update time14/03/2023 18:22:25

Status update14/03/2023 18:22:25

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Copper-Catalyzed Asymmetric 1,4-Addition of Alkenyl Alanes to N-Substituted-2-3-dehydro-4-piperidones

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