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Scientific article
English

Copper-Catalyzed Asymmetric Conjugate Addition of Alkenyl- and Alkylalanes to α,β-Unsaturated Lactams

Published inOrganic letters, vol. 15, no. 4, p. 828-831
Publication date2013
Abstract

Alkenyl and alkyl groups have been successfully introduced to six-membered α,β-unsaturated lactams via a copper-catalyzed asymmetric 1,4-addition of the corresponding alanes. Moderate to good yields and good to excellent enantioselectivities are achieved by using a combination of the very cheap copper(II) naphthenate and a readily available phosphine amine ligand. The creation of an all-carbon quaternary stereogenic center, via Michael addition to a trisubstituted conjugated lactam, is also disclosed for the first time.

Citation (ISO format)
COTTET, Pierre, MUELLER, Daniel, ALEXAKIS, Alexandre. Copper-Catalyzed Asymmetric Conjugate Addition of Alkenyl- and Alkylalanes to α,β-Unsaturated Lactams. In: Organic letters, 2013, vol. 15, n° 4, p. 828–831. doi: 10.1021/ol303505k
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ISSN of the journal1523-7052
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Creation02/15/2013 9:29:00 AM
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Update time03/14/2023 8:03:19 PM
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