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Synlett 2005(16): 2498-2500  
DOI: 10.1055/s-2005-872689
LETTER
© Georg Thieme Verlag Stuttgart · New York

A Novel Synthesis of Aryl α-Imino Esters from Aryl Diazoacetate

Haoxi Huanga,b, Yuanhua Wanga, Zhiyong Chena, Wen H. Hu*a
a Key Laboratory for Asymmetric Synthesis and Chirotechnology of Sichuan Province and Union Laboratory of Asymmetric Synthesis, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, P. R. of China
Fax: +86(28)85229250; e-Mail: huwh@cioc.ac.cn;
b Graduate School of the Chinese Academy of Sciences, Beijing, P. R. of China
Further Information

Publication History

Received 22 July 2005
Publication Date:
21 September 2005 (online)

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Abstract

Aryl α-imino esters were synthesized from the reaction of aryl diazoacetate with arylamine in the presence of diethyl azodicarboxylate (DEAD) catalyzed by dirhodium acetate. The α-imino esters were formed through fragmentation of corresponding aminals.

Key words

α-imino ester - dirhodium(II) acetate - α-diazoacetate - ammonium ylide - aminal

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