Issue 6, 2012
From the journal:

Chemical Communications

Catalytic asymmetric construction of tetrasubstituted carbon stereocenters by conjugate addition of dialkyl phosphine oxides to β,β-disubstituted α,β-unsaturated carbonyl compounds†

Depeng Zhao,b   Lijuan Mao,b   Linqing Wang,b   Dongxu Yangb  and  Rui Wang*ab  

* Corresponding authors

a State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, P.R. China

b Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic Medical Sciences, State Key Laboratory of Applied Organic Chemistry, and Institute of Biochemistry and Molecular Biology, Lanzhou University, Lanzhou, P. R. China
E-mail: wangrui@lzu.edu.cn
Tel: +86-9318912567

Abstract

The catalytic asymmetric phospha-Michael reaction of dialkyl phosphine oxides with β,β-disubstituted α,β-unsaturated carbonyl compounds was achieved. The products bearing tetrasubstituted carbon stereocenters were obtained in high yields with excellent enantioselectivities (up to >99% ee).

Graphical abstract: Catalytic asymmetric construction of tetrasubstituted carbon stereocenters by conjugate addition of dialkyl phosphine oxides to β,β-disubstituted α,β-unsaturated carbonyl compounds

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Article information

DOI
https://doi.org/10.1039/C1CC16079F
Article type
Communication
Submitted
30 Sep 2011
Accepted
09 Nov 2011
First published
02 Dec 2011

Chem. Commun., 2012,48, 889-891

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Catalytic asymmetric construction of tetrasubstituted carbon stereocenters by conjugate addition of dialkyl phosphine oxides to β,β-disubstituted α,β-unsaturated carbonyl compounds

D. Zhao, L. Mao, L. Wang, D. Yang and R. Wang, Chem. Commun., 2012, 48, 889 DOI: 10.1039/C1CC16079F

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