Solvent effects on stereoselectivity in 2,3-dimethyl-4-chromanone cyclization by quinine-catalyzed asymmetric intramolecular oxo-Michael addition

被引:21
|
作者
Tanaka, T [1 ]
Kumamoto, T [1 ]
Ishikawa, T [1 ]
机构
[1] Chiba Univ, Fac Pharmaceut Sci, Chiba 2638522, Japan
关键词
D O I
10.1016/S0957-4166(00)00461-4
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Examination of the quinine-catalyzed asymmetric intramolecular oxo-Michael addition of o-tigloylphenol in various solvents led to high stereoselectivity in chromanone cyclization when chlorobenzene was used as a solvent, giving cis-2,3-dimethyl-4-chromanone with 60% de and 98% ee. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4633 / 4637
页数:5
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