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Construction of quaternary stereocenters by efficient and practical conjugate additions to alpha,beta-unsaturated ketones with a chiral organic catalyst
Journal article   Peer reviewed

Construction of quaternary stereocenters by efficient and practical conjugate additions to alpha,beta-unsaturated ketones with a chiral organic catalyst

Fanghui Wu, Hongming Li, Ran Hong and Li Deng
Angewandte Chemie (International ed.), Vol.45(6), pp.947-950
01/30/2006
PMID: 16385604

Abstract

Magnetic Resonance Spectroscopy Stereoisomerism Molecular Conformation Chromatography, High Pressure Liquid Chromatography, Thin Layer Esters - chemical synthesis Spectrophotometry, Infrared Esters - chemistry Ketones - chemical synthesis Ketones - chemistry Indicators and Reagents Catalysis Cinchona Alkaloids - chemistry
The conjugate addition of cyclic or acyclic α-substituted β-ketoesters to α,β-unsaturated ketones using a chiral organic catalyst (1) can be achieved with good enantioselectivity, diastereoselectivity, and yield. This asymmetric CC bond formation strategy provides a range of chiral building blocks 2 that contain an all-carbon quaternary stereocenter.

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