A MECHANISTIC MODEL FOR THE SELECTIVE OXIDATION OF 1,4-DIOLS TO GAMMA-LACTOLS BY O-IODOXYBENZOIC ACID

被引：67

作者：

COREY, EJ

PALANI, A

机构：

[1] Department of Chemistry, Harvard University, Cambridge

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 44期

基金：

美国国家卫生研究院; 美国国家科学基金会;

关键词：

D O I：

10.1016/0040-4039(95)01663-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The selective oxidation of 1,4-diols to gamma-lactols by o-iodoxybenzoic acid occurs by a rate-limiting carbonyl-forming elimination pathway in which the carbinol proton is abstracted internally via a six-atom cyclic arrangement, which explains the observed selectivity.

引用

页码：7945 / 7948

页数：4

共 6 条

[1]

COREY EJ, 1995, TETRAHEDRON LETT, V36, P485

[2] A USEFUL 12-I-5 TRIACETOXYPERIODINANE (THE DESS-MARTIN PERIODINANE) FOR THE SELECTIVE OXIDATION OF PRIMARY OR SECONDARY ALCOHOLS AND A VARIETY OF RELATED 12-I-5 SPECIES [J].