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.

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页码：2105 / 2108

页数：4

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