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酮和β,γ-不饱和α-酮酯的高对映选择性和高效有机催化Aldol 反应。

Highly enantioselective and efficient organocatalytic aldol reaction of acetone and β,γ-unsaturated α-keto ester.

机构信息

State Key Laboratory of Chirosciences and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hong Kong.

出版信息

Org Lett. 2010 Dec 17;12(24):5616-9. doi: 10.1021/ol102254q. Epub 2010 Nov 11.

Abstract

An effective organocatalytic asymmetric aldol reaction of acetone to β,γ-unsaturated α-keto ester has been developed. In the presence of 5 mol % of 9-amino (9-deoxy)-epicinchona alkaloid and 10 mol % of 4-nitrobenzoic acid, the aldol adducts containing a chiral tertiary alcohol moiety were obtained in excellent yields and enantioselectivities.

摘要

已开发出一种有效的有机催化不对称丙酮与β,γ-不饱和α-酮酯的Aldol 反应。在 5 mol%的 9-氨基(9-脱氧)-epi 金鸡纳生物碱和 10 mol%的 4-硝基苯甲酸存在下,含有手性叔醇部分的Aldol 加合物以优异的产率和对映选择性得到。

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