A general method for the preparation of enantiomerically pure 2-substituted glycerol derivatives by utilizing l-menthone as a chiral template

…, H Nakajima, T Ohnishi, M Takeuchi…

文献索引：Harada; Nakajima; Ohnishi; Takeuchi; Oku Journal of Organic Chemistry, 1992 , vol. 57, # 2 p. 720 - 724

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被引用次数: 22

摘要

A general method for preparation of a variety of enantiomericdy pure 2-substituted glycerol derivatives 1 was developed by utilizing l-menthone as a chiral template. Spiroacetals 6 derived formally from 2-substituted 2-(trimethylsiloxy)-1, 3-propanediols and 1-menthone were prepared with high stereoselectivity (> 95% de) either by Grignard reactions of oxospiroacetal4 or by epoxidation of methylenespiroacetal5 followed by ring opening with ...