Synlett 2004(9): 1472-1483  
DOI: 10.1055/s-2004-829531
© Georg Thieme Verlag Stuttgart · New York

The Development of A3-Coupling (Aldehyde-Alkyne-Amine) and AA3-Coupling (Asymmetric Aldehyde-Alkyne-Amine)

Chunmei Weia, Zigang Lia, Chao-Jun Li*a,b
a Department of Chemistry, Tulane University, New Orleans, Louisiana 70118, USA
b Department of Chemistry, McGill University, 801 Sherbrooke St. West, Montreal, Quebec H3A 2K6, Canada
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Further Information

Publication History

Received 1 February 2004
Publication Date:
29 June 2004 (online)


This account briefly describes the authors’ recent efforts to develop the catalytic coupling of aldehyde, alkyne, and amine, as well the asymmetric catalytic coupling of aldehyde, alkyne, and amine.

1 Introduction

2 Background

3 The Development of Aldehyde-Alkyne-Amine Coupling (A3-Coupling)

3.1 Catalyzed by Cu (I)

3.2 Catalyzed by [Ru-Cu]

3.3 Catalyzed by Ir(I)

3.4 Catalyzed by [Au]

3.5 Catalyzed by Ag(I)

4 The Development of Asymmetric Aldehyde-Alkyne-Amine Coupling (AA3-Coupling)

4.1 Catalyzed by [Cu]

4.2 Catalysis as Reported by Others

5 Conclusion