Zinc-Mediated Allylation and Alkylation of Aminals in the Presence of TMSCl and Diisopropylamine
摘要:
An alkylation of aminals with organozinc reagents derived from allyl bromide, benzyl bromide, alpha-bromoacetate, and alpha-bromonitrile proceeded efficiently in the presence of TMSCl and diisopropylamine. This reaction system was applied to the synthesis of an antispasmodic: butaverine.
Allylation of N,N-acetal derivatives proceeded efficiently using allyl tin regent in the presence of aluminum chloride, giving homoallylamines in good yields. This allylation was applied for N,S-acetals to give the corresponding homoallylamines.
Zinc-Mediated Allylation and Alkylation of Aminals in the Presence of TMSCl and Diisopropylamine
作者:Bunpei Hatano、Keita Nagahashi、Tatsuro Kijima
DOI:10.1021/jo8019797
日期:2008.11.21
An alkylation of aminals with organozinc reagents derived from allyl bromide, benzyl bromide, alpha-bromoacetate, and alpha-bromonitrile proceeded efficiently in the presence of TMSCl and diisopropylamine. This reaction system was applied to the synthesis of an antispasmodic: butaverine.