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Allyltrimethoxysilane Addition to N-Acylhydrazones: Two Catalytic Methods Employing CuCl and Fluoride

Hui Ding, Gregory K. Friestad*

*Department of Chemistry, University of Iowa, Iowa City, IA 52242, USA, Email: gregory-friestaduiowa.edu

H. Ding, G. K. Friestad, Synthesis, 2004, 2216-2221.

DOI: 10.1055/s-2004-829190


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Abstract

Cu-catalyzed and metal-free conditions developed for allyltrimethoxysilane addition to N-benzoylhydrazones enable efficient and versatile access to homoallylic α-branched amines. Aldehyde hydrazones, both aromatic and aliphatic, and ketone hydrazones all give good yields.

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Key Words

addition reactions, allylation, catalysis, hydrazones, hydrazines, silicon


ID: J66-Y2004-2310