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Synthesis 2005(5): 725-730  
DOI: 10.1055/s-2005-861803
PAPER
© Georg Thieme Verlag Stuttgart · New York

An Efficient and Diastereoselective Synthesis of trans β-Lactams and β-Aminocarbonyl Compounds

Shan-Zhong Jian, Cheng Ma, Yan-Guang Wang*
Department of Chemistry, Zhejiang University, Hangzhou 310027, P. R. China
Fax: +86(571)87951512; e-Mail: orgwyg@zju.edu.cn;
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Publication History

Received 13 September 2004
Publication Date:
09 February 2005 (online)

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Abstract

Efficient and diastereoselective syntheses of trans β-lactams and anti β-aminocarbonyl compounds from carboximide 1 and imines 2 under the classical Reformatsky reaction conditions are described. An enolate-imine mechanism has been proposed for this reaction.

Key words

β-lactams - imines - Reformatsky reaction - β-aminocarbonyl compounds