Chiral-auxiliary-controlled diastereoselectivity in the epoxidation of enecarbamates with DMD and mCPBA
Chiral-auxiliary-controlled diastereoselectivity in the epoxidation of enecarbamates with DMD and mCPBA
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DOI：
10.1021/ol0273194
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发表时间：
2003-03-20
期刊：
影响因子：
5.2
通讯作者：
Wolff, BT
中科院分区：
文献类型：
--
作者：
Adam, W;Bosio, SG;Wolff, BT
GraphicsChiral oxazolidinone-substituted enecarbamates 1 are epoxidized in a diastereoselectivity up to 93:7 for both DMD and mCPBA. The diastereofacial differentiation depends on the steric interaction between the R-1 substituent on the oxazolidinone ring and the incoming electrophile. The stereochemical course of epoxidation was assessed by chemical correlation with the known optically active diols.
