Tethered Aminohydroxylation (TA) Reaction of Amides

被引：32

作者：

Donohoe, Timothy J. ^{[1
]}

Callens, Cedric K. A. ^{[1
]}

Thompson, Amber L. ^{[1
]}

机构：

[1] Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 11期

基金：

英国工程与自然科学研究理事会;

关键词：

AMINOACETOXYLATION; AZIRIDINATION; CORE;

D O I：

10.1021/ol900631y

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first examples of amide-tethered aminohydroxylation reactions, catalyzed by osmium, showing that the use of N-O-based reoxidants are essential for success, are reported. The system that is described is compatible with a variety of different alkene substitution patterns and ring sizes and works with low loadings in both cyclic and acyclic systems. The levels of diastereoselectivity that were observed for substituents at both the allylic and homallylic position bode well for the use of stereoselective TA reactions in organic synthesis.

引用

页码：2305 / 2307

页数：3

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