Synthesis 2008(4): 491-506  
DOI: 10.1055/s-2008-1032148
REVIEW
© Georg Thieme Verlag Stuttgart · New York

Recent Developments in Three-Component Grignard-Barbier-Type Reactions

Vladimir V. Kouznetsov*, Leonor Yamile Vargas Méndez
Laboratorio de Química Orgánica y Biomolecular, Escuela de Química, Universidad Industrial de Santander, A.A. 678, Bucaramanga, Colombia
Fax: +57(76)349069; e-Mail: kouznet@uis.edu.co;
Further Information

Publication History

Received 15 September 2007
Publication Date:
31 January 2008 (online)

Abstract

Recent developments in the preparation of homoallyl­amines or (homo)propargylamines via three-component Grignard-Barbier-type reactions are reviewed. The multicomponent coupling strategy that allows quick access to these compounds is discussed.

1 Introduction

2 Homoallylamines

2.1 Preparation with Allylmetal Species Formed in situ

2.2 Preparation with Presynthesized Allylmetal Species

3 Homopropargylamine Synthesis from Prepared Imines Forming in situ Propargylmetal Species

4 Propargylamines

4.1 Preparation via Alkynylation of Imines

4.2 Preparation via Aldehyde-Alkyne-Amine (A3) Coupling

5 Perspectives