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Organocatalytic Asymmetric Halogenation/Semipinacol Rearrangement: Highly Efficient Synthesis of Chiral α-Oxa-Quaternary β-Haloketones.

Authors :
Zhi-Min Chen
Qing-Wei Zhang Zhi-Hua Chen
Hui Li
Yong-Qiang Tu
Fu-Min Zhang
Jin-Miao Tian
Source :
Journal of the American Chemical Society. 6/15/2011, Vol. 133 Issue 23, p8818-8821. 4p.
Publication Year :
2011

Abstract

A novel asymmetric halogenation/semipinacol rearrangement reaction catalyzed by cinchona alkaloid derivatives was developed. Two types of β-haloketones (X = Br, Cl) were obtained with up to 95% yield and 99% enantiomeric excess. The desired (+) and (-) enantiomers of the β-haloketones were readily obtained. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00027863
Volume :
133
Issue :
23
Database :
Academic Search Index
Journal :
Journal of the American Chemical Society
Publication Type :
Academic Journal
Accession number :
61964385
Full Text :
https://doi.org/10.1021/ja201794v