Applications of Baylis-Hillman chemistry: enantioselective synthesis of (-)-methyl 3-aryl-2-methylene-3-(prop-2-yn-1-yloxy)propanoates via chiral leaving group strategy

被引：44

作者：

Basavaiah, D ^{[1
]}

Kumaragurubaran, N ^{[1
]}

Sharada, DS ^{[1
]}

Reddy, RM ^{[1
]}

机构：

[1] Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India

来源：

TETRAHEDRON | 2001年 / 57卷 / 38期

关键词：

Baylis-Hillman chemistry; methyl 3-aryl-2-methylene-3-(prop-2-yn-1-yloxy)propanoates; chiral leaving group;

D O I：

10.1016/S0040-4020(01)00786-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Asymmetric synthesis of (-)-methyl 3-aryl-2-methylene-3-(prop-2-yn-1-yloxy)propanoates in 25-40% enantiomeric purities via the reaction of methyl (2Z)-3-aryl-2-(bromomethyl)prop-2-enoates with prop-2-yn-1-ol in the presence of quinidine is described. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：8167 / 8172

页数：6

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