Highly diastereoselective Michael addition of α-hydroxy acid derivatives and enantioselective synthesis of (+)-crobarbatic acid

被引:24
|
作者
Jang, DP [1 ]
Chang, JW [1 ]
Uang, BJ [1 ]
机构
[1] Natl Tsing Hua Univ, Dept Chem, Hsinchu 300, Taiwan
关键词
D O I
10.1021/ol0069507
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Michael addition of enolates of 2a and 2b to alpha, beta -unsaturated esters took place selectively on different faces (Si and Re, respectively) of the double bond to give the corresponding products 4 and 5, respectively, with >98% de. Subsequent hydrolysis of these Micheal adducts gives 3,4-disubstituted gamma -lactones with high enantiomeric excesses.
引用
收藏
页码:983 / 985
页数:3
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