On the stereochemistry of vicinal nucleophilic substitution of β-(phosphatoxy)alkyl radicals

被引：10

作者：

Crich, D ^{[1
]}

Gastaldi, S ^{[1
]}

机构：

[1] Univ Illinois, Dept Chem, Chicago, IL 60607 USA

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 51期

基金：

美国国家卫生研究院; 美国国家科学基金会;

关键词：

radicals and radical reactions; phosphoric acid and derivatives; stereoselection;

D O I：

10.1016/S0040-4039(98)02195-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

It is demonstrated by means of diastereomeric probes that the vicinal nucleophilic displacement of a diethylphosphate group from a beta-(phosphatoxy)alkyl radical may take place by backside or frontside attack depending on steric constraints (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：9377 / 9380

页数：4

共 8 条

[1]

BECKWITH ALJ, 1997, Q CHEM REV, V97, P3273

[2] Absence of diffusively free radical cation intermediates in reactions of β-(phosphatoxy)alkyl radicals [J].