Copper(I)-Catalyzed Three-Component
Coupling Leading to an Efficient ­Synthesis of β,γ-Alkynyl α-Amino
Acid Derivatives

Zhihui Shao; Albert S. C. Chan

doi:10.1055/s-2008-1067234

SHORTPAPER

Copper(I)-Catalyzed Three-Component Coupling Leading to an Efficient Synthesis of β,γ-Alkynyl α-Amino Acid Derivatives

Zhihui Shao^a,b, Albert S. C. Chan*^a
^a Open Laboratory of Chirotechnology of the Institute of Molecular Technology for Drug Discovery and Synthesis and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hong Kong, P. R. of China
Fax: +852(904)23031590; e-Mail: bcachan@polyu.edu.hk;
^b Key Laboratory of Medicinal Chemistry for Natural Resource (Yunnan University), Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming 650091, P. R. of China

Abstract

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Abstract

The first copper(I)-catalyzed direct three-component coupling of ethyl glyoxylate, p-anisidine, and terminal alkynes has been developed. This protocol provides an efficient method to prepare β,γ-alkynyl α-amino acid derivatives in good yields.

Key words

copper - catalysis - multicomponent reactions - β,γ-alkynyl α-amino acids

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References

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The promising enantioselectivity has been achieved in the catalytic asymmetric three-component coupling reaction of ethyl glyoxylate, p-anisidine, and terminal alkynes with chiral ligands: Shao, Z. H.; Fan, B. M.; Li, Y. M.; Kwong, F. K. Chan, A. S. C., work in progress.

Copper(I)-Catalyzed Three-Component Coupling Leading to an Efficient ­Synthesis of β,γ-Alkynyl α-Amino Acid Derivatives

Copper(I)-Catalyzed Three-Component Coupling Leading to an Efficient Synthesis of β,γ-Alkynyl α-Amino Acid Derivatives