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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 33, 2003 - Issue 16
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Original Articles

Stereospecific Synthesis of trans-2,3-Diaryl Substituted 1-Aminocyclopropanecarboxylic Acid Derivatives

Guifa Su College of Chemistry and Chemical Engineering, Zhongshan University, Canton, P.R. China; Department of Chemistry and Chemical Engineering, Guangxi Normal University, Guilin, P.R. China; Department of Organic Chemistry, ICMA, University of Zaragoza-CSIC, Zaragoza, Spain; Department of Chemistry, 232 Choppin Hall, Louisiana State University, Baton Rouge, LA 70803, USA E-mail: [email protected]
,
Hongtao Mu Department of Chemistry and Chemical Engineering, Guangxi Normal University, Guilin, P.R. China
,
Danming Za Department of Chemistry and Chemical Engineering, Guangxi Normal University, Guilin, P.R. China
,
Longmei Zeng College of Chemistry and Chemical Engineering, Zhongshan University, Canton, P.R. China
,
Carlos Cativiela Department of Organic Chemistry, ICMA, University of Zaragoza-CSIC, Zaragoza, Spain
,
Robert P. Hammer Department of Chemistry, Louisiana State University, Baton Rouge, Louisiana, USA
&
Kaibei Yu Chengdu Analysis and Testing Center, Academia Sinica, Chengdu, P.R. China
 show all
Pages 2873-2884 | Received 20 Nov 2002, Published online: 19 Aug 2006
 
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Abstract

The stereospecific syntheses of trans-2,3-diaryl-1-aminocyclopropanecarboxylic acid derivatives are reported. The key step is a 1,3-dipolar cycloaddition of phenyldiazomethane to (Z)-2-phenyl-4-arylidene-5(4H)-oxazolones, followed by the extrusion of nitrogen in situ.

Acknowledgment

Financial support from the Foundation of Science and Technology Bureau of the Guangxi Zhuang Autonomous Region, People's Republic of China is gratefully acknowledged.

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