Unprecedented loss of stereochemical integrity at a neighboring quaternary carbon during oxidation of a highly substituted cyclohexanol

被引：12

作者：

Paquette, LA

Branan, BM

Stepanian, M

机构：

[1] Evans Chemical Laboratories, Ohio State University, Columbus

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 11期

关键词：

BELTED SPIROCYCLIC TETRAHYDROFURANS; DESS-MARTIN PERIODINANE; MOLECULAR-STRUCTURE;

D O I：

10.1016/0040-4039(96)00118-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Whereas the oxidation of alcohol 3 with various types of reagents leads cleanly to ketone 5, the epimeric alcohol 4 under identical circumstances experiences competitive desymmetrization to provide mixtures of 5 and 6.

引用

页码：1721 / 1724

页数：4

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