Unexpected switching between addition and substitution in the rhodium-catalysed reaction between tin hydrides and propargyl ethers

被引：0

作者：

Mitchell, TN ^{[1
]}

Moschref, SN ^{[1
]}

机构：

[1] Univ Dortmund, Fachbereich Chem, D-44221 Dortmund, Germany

来源：

SYNLETT | 1999年 / 08期

关键词：

tin hydride; rhodium catalysis; addition; substitution; regiochemistry;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The course of rhodium-catalysed reactions between triorganotin hydrides and alkynes depends both on the nature of the alkyne and of the tin hydride. Tributyltin hydride undergoes non-regioselective addition to propargylic alcohols but regiospecific addition to propargylic ethers. The regioselectivity is lost with triethyl- or triphenyltin hydrides, while use of trimethyltin hydride leads to substitution of the acidic hydrogen by the trimethyltin moiety.

引用

页码：1259 / 1260

页数：2