Highly Enantioselective and Efficient Organocatalytic Aldol Reaction of Acetone and β,γ-Unsaturated α-Keto Ester

被引：60
作者：
Li, Pengfei
Zhao, Junling
Li, Fengbo
Chan, Albert S. C.
Kwong, Fuk Yee
机构：
[1] Hong Kong Polytech Univ, State Key Lab Chirosci, Hong Kong, Hong Kong, Peoples R China
[2] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Hong Kong, Hong Kong, Peoples R China
来源：
ORGANIC LETTERS | 2010年 / 12卷 / 24期
关键词：
DIELS-ALDER REACTIONS; INVERSE-ELECTRON-DEMAND; CYCLIC 1,3-DICARBONYL COMPOUNDS; ASYMMETRIC MICHAEL REACTIONS; QUATERNARY CARBON CENTERS; FRIEDEL-CRAFTS ALKYLATION; C-H BONDS; ALPHA; BETA-UNSATURATED KETONES; PRIMARY AMINES; COPPER(II) COMPLEXES;
D O I：
10.1021/ol102254q
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An effective organocatalytic asymmetric aldol reaction of acetone to beta,gamma-unsaturated alpha-keto ester has been developed. In the presence of 5 mol % of 9-amino (9-deoxy)-epicinchona alkaloid and 10 mol A of 4-nitrobenzoic acid, the aldol adducts containing a chiral tertiary alcohol moiety were obtained in excellent yields and enantioselectivities.
引用
收藏
页码：5616 / 5619
页数：4
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