A hydrogen-bonded model for the syn epoxidation of cyclic allylic ethers under Payne conditions

被引：15

作者：

Bachmann, C

Gesson, JP

Renoux, B

Tranoy, I

机构：

[1] Univ Poitiers, Lab Chim 4, F-86022 Poitiers, France

[2] Univ Poitiers, Lab Chim 12, F-86022 Poitiers, France

[3] CNRS, F-86022 Poitiers, France

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 5-6期

关键词：

D O I：

10.1016/S0040-4039(97)10594-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The syn selectivity observed for the Payne (PhCN/H2O1) epoxidation of cyclohexenyl ethers is consistent with an hydrogen-bonded model implying the allylic ether oxygen and the imino hydrogen of the in situ generated perbenzimidic acid. The geometry of the two most stable conformers, deduced from AM1 calculations, allows both hydrogen bonding and oxygen transfer. (C) 1997 Elsevier Science Ltd. All rights reserved.

引用

页码：379 / 382

页数：4

共 17 条

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