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Gallium Trichloride‐Promoted Ethynylation Reaction of 1,4‐Dienes
Author(s) -
Nishimura Yoshio,
Kiryu Masato,
Suwa Katsunori,
Amemiya Ryo,
Yamaguchi Masahiko
Publication year - 2008
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200800082
Subject(s) - chemistry , deprotonation , gallium , substituent , allylic rearrangement , olefin fiber , silylation , medicinal chemistry , organic chemistry , catalysis , ion
Cyclopentadienes and silylated 1,4‐dienes were deprotonated with gallium trichloride (GaCl 3 ), and the resultant pentadienylgalliums underwent an ethynylation reaction with chlorosilylethyne. The silyl substituent on the olefin had an effect to increase the acidity of the allylic protons.