化学
合成子
硫酚
动力学分辨率
对映选择合成
辛可宁
产量(工程)
对映体过量
对映体
烷氧基
有机化学
催化作用
立体化学
烷基
材料科学
冶金
作者
Ben L. Feringa,Ben de Lange
出处
期刊:Tetrahedron
[Elsevier]
日期:1988-01-01
卷期号:44 (23): 7213-7222
被引量:54
标识
DOI:10.1016/s0040-4020(01)86092-0
摘要
The synthesis of enantiomerically pure 5-menthyloxy-2(5H)-furanones is described as well as the diastereoselective 1,4-addition of thiols to these butenolides to yield new homochiral C4-synthons. Kinetic resolution of 5-methoxy-2(5H)-furanone, with an enantiomeric excess of 13%, was achieved by cinchonidine catalyzed thiophenol addition. The synthetic utility of the asymmetric thiol additions is illustrated in an efficient route to enantiomerically pure (R)- and (S)-3,4-epoxy-1-butanol.
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