1. Academic Validation
  2. Zinc-mediated allylation and alkylation of aminals in the presence of TMSCl and diisopropylamine

Zinc-mediated allylation and alkylation of aminals in the presence of TMSCl and diisopropylamine

  • J Org Chem. 2008 Nov 21;73(22):9188-91. doi: 10.1021/jo8019797.
Bunpei Hatano 1 Keita Nagahashi Tatsuro Kijima
Affiliations

Affiliation

  • 1 Division of Chemistry, Graduate School of Science and Engineering, Yamagata University, 4-3-16 Jonan, Yonezawa, 992-8510, Japan. hatano@yz.yamagata-u.ac.jp
Abstract

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.

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