Fine regioselective tuning in the oxidation of sec,sec 1,2-diols by dimethyldioxirane

被引:16
作者
Bovicelli, P
Sanetti, A
Lupattelli, P
机构
[1] Ctro. C.N.R. di Studio per la C., Dipartimento di Chimica, Università La Sapienza, 1-00185 Roma
[2] Dipartimento di Chimica, Università della Basilicala, 1-85100 Potenza
关键词
D O I
10.1016/0040-4020(96)00615-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Non symmetric sec,sec 1.2-diols and their O-isopropylidene derivatives undergo a regioselective oxidation by dimethyldioxirane depending on the electronic effects of the substituents. These results support previous views about the concerted O-insertion mechanism via a polar transition state. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:10969 / 10978
页数:10
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