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Titles listCopper-Catalyzed Asymmetric Conjugate Addition of Alkenyl- and Alkylalanes to α,β-Unsaturated Lactams
Titles listCopper-Catalyzed Asymmetric Conjugate Addition of Alkenyl- and Alkylalanes to α,β-Unsaturated Lactams
Scientific Article
unige:26461 
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Copper-Catalyzed Asymmetric Conjugate Addition of Alkenyl- and Alkylalanes to α,β-Unsaturated Lactams |
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| Published in | Organic Letters. 2013, vol. 15, no. 4, p. 828-831 | |
| 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. | |
| Identifiers | DOI: 10.1021/ol303505k | |
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| 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 https://archive-ouverte.unige.ch/unige:26461 |
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