Oxaziridine-mediated amination of branched allylic sulfides: Stereospecific formation of allylic amine derivatives via [2,3]-sigmatropic rearrangement

被引:31
|
作者
Armstrong, A [1 ]
Challinor, L
Cooke, RS
Moir, JH
Treweeke, NR
机构
[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England
[2] Organon Newhouse, Newhouse ML1 5SH, Lanark, Scotland
来源
JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 71卷 / 10期
关键词
D O I
10.1021/jo060369s
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction of branched allylic sulfides with the N-Boc-oxaziridine 1 results in [2,3]-sigmatropic rearrangement of the intermediate allylic N-Boc-sulfimides with a high level of chirality transfer. The first example of formation of a quaternary stereocenter using this transformation is reported.
引用
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页码:4028 / 4030
页数:3
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