TRIPHENYLALLENYLLEAD - A FACILE PREPARATION AND ITS USE AS A PROPARGYLATING REAGENT

被引：8
|
作者：
SEYFERTH, D
SON, DY
SHAH, S
机构：
[1] Department of Chemistry, Massachusetts Institute of Technology, Cambridge
来源：
ORGANOMETALLICS | 1994年 / 13卷 / 05期
关键词：
D O I：
10.1021/om00017a081
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Triphenylallenyllead, which is easily prepared by reaction of the readily available Ph3PbMgBr (in situ, via 3 PhMgBr + PbCl2 in THF) with propargyl bromide, reacts with aldehydes in the presence of a Lewis acid (BF3.OEt2 or TiCl4) to give homopropargylic alcohols, RCH(OH)CH2C=CH, in good yield. Propargylation of ketones requires transmetalation of Ph3PbCH=C=CH2 with PhLi to CH2=C=CHLi and reaction of the latter with the ketone.
引用
收藏
页码：2105 / 2108
页数：4
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