Highly diastereoselective sulfonium ylide rearrangements to quaternary substituted indolines

被引:40
作者
Boyarskikh, Vyacheslav [1 ]
Nyong, Abijah [1 ]
Rainier, Jon D. [1 ]
机构
[1] Univ Utah, Dept Chem, Salt Lake City, UT 84112 USA
关键词
allylic compounds; indole; rearrangement; sulfur; ylides;
D O I
10.1002/anie.200801336
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Quat. centers: Sulfonium ylide intermediates generated from halogenated vinyl diazoacetates and 2-thioindoles in the presence of a RhII complex undergo highly diastereoselective [3,3] rearrangements to indolines having an asymmetric quaternary carbon center with an adjacent halogenated stereocenter (see scheme). © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:5374 / 5377
页数:4
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