An Oxidative [2,3]-Sigmatropic Rearrangement of Allylic Hydrazides

被引：21
|
作者：
Strick, Benjamin F. [1 ]
Mundal, Devon A. [1 ]
Thomson, Regan J. [1 ]
机构：
[1] Northwestern Univ, Dept Chem, Evanston, IL 60208 USA
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2011年 / 133卷 / 36期
基金：
美国国家科学基金会;
关键词：
3,3 SIGMATROPIC REARRANGEMENT; STEREOSELECTIVE-SYNTHESIS; AMINATION; AZIRIDINATION; ACETYLENES; CONVERSION; ALKENES; OLEFINS;
D O I：
10.1021/ja2066219
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The development of an efficient oxidative [2,3]-sigmatropic rearrangement of allylic hydrazides, via singlet N-nitrene intermediates, is reported. The requisite allylic hydrazide precursors are readily prepared and undergo smooth sigmatropic rearrangement upon exposure to iodosobenzene. The products of this novel transformation are shown to be useful precursors to a variety of compounds.
引用
收藏
页码：14252 / 14255
页数：4
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