Highly Enantioselective Ketone-Ene Reactions of Trifluoropyruvate: Significant Counterion Effect of the In(III)-PyBox Complex

被引：37
|
作者：
Zhao, Jun-Feng [1 ]
Tjan, Teguh-Budiono W. [1 ]
Tan, Boon-Hong [1 ]
Loh, Teck-Peng [1 ]
机构：
[1] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore
来源：
ORGANIC LETTERS | 2009年 / 11卷 / 24期
关键词：
DIELS-ALDER REACTION; CHIRAL BRONSTED ACID; MUKAIYAMA ALDOL REACTION; CARBONYL-ENE; COPPER(II) COMPLEXES; LEWIS-ACIDS; ASYMMETRIC CATALYSIS; ALLYLATION; GLYOXYLATE; ALDEHYDES;
D O I：
10.1021/ol902507x
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A chiral indium(III)-pybox complex catalyzed asymmetric ketone-ene reaction of trifluoropyruvate is described. Both aromatic and aliphatic 1,1-disubstituted alkenes reacted smoothly to give the enantioenriched tertiary homoallylic alcohols in good to excellent yields (up to 99%) and with excellent enantioselectivities (up to 98% ee).
引用
收藏
页码：5714 / 5716
页数：3
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