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

An alkylation of aminals with organozinc reagents derived from allyl bromide, benzyl bromide, α-bromoacetate, and α-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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Veröffentlicht in:Journal of organic chemistry 2008-11, Vol.73 (22), p.9188-9191
Hauptverfasser: Hatano, Bunpei, Nagahashi, Keita, Kijima, Tatsuro
Format: Artikel
Sprache:eng
Schlagworte:
Aliphatic compounds
Chemistry
Exact sciences and technology
Organic chemistry
Preparations and properties
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Zusammenfassung:An alkylation of aminals with organozinc reagents derived from allyl bromide, benzyl bromide, α-bromoacetate, and α-bromonitrile proceeded efficiently in the presence of TMSCl and diisopropylamine. This reaction system was applied to the synthesis of an antispasmodic: butaverine.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo8019797