ELECTRONIC EFFECTS ON PI-FACIAL STEREOSELECTIVITY IN ELECTROPHILIC ADDITIONS TO ALLYLIC BONDS - STEREOSELECTIVE EPOXIDATION OF ALLYLIC FLUORIDES

被引：25

作者：

FUJITA, M

ISHIZUKA, H

OGURA, K

机构：

[1] Department of Applied Chemistry, Faculty of Engineering, Chiba University, Chiba, 260

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 44期

关键词：

D O I：

10.1016/0040-4039(91)80168-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The electronic stabilization of the transition state in electrophilic additions to allylic bonds is discussed through m-CPBA oxidation of allylic fluorides; the stereoselectivity is interpreted by a transition-state model where the most electronegative atom (fluorine) is oriented at the inside position as supported by theoretical examinations.

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页码：6355 / 6358

页数：4

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