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Current Medicinal Chemistry

Editor-in-Chief

ISSN (Print): 0929-8673
ISSN (Online): 1875-533X

Azetidin-2-ones, Synthon for Biologically Important Compounds †

Author(s): A.R. A.S. Deshmukh, B. M. Bhawal, D. Krishnaswamy, Vidyesh V. Govande, Bidhan A. Shinkre and A. Jayanthi

Volume 11 , Issue 14 , 2004

Page: [1889 - 1920] Pages: 32

DOI: 10.2174/0929867043364874

Price: $65

Abstract

Azetidin-2-one, a four-membered cyclic lactam (β-lactam) skeleton has been recognised as a useful building block for the synthesis of a large number of organic molecules by exploiting the strain energy associated with it, in addition to its use in the synthesis of a variety of β-lactam antibiotics. Efforts have been made in exploring such new aspects of β-lactam chemistry using enantiomerically pure β-lactams as versatile intermediates for the synthesis of aromatic β-amino acids and their derivatives, peptides, polyamines, polyamino alcohols, amino sugars and polyamino ethers. The development of methodologies based on β- lactam nucleus is now referred as the β-lactam synthon methods. The selective bond cleavage of the strained ring coupled with further interesting transformation render this fascinating molecule as a powerful building block. This provides an access to diverse structural type of synthetic target molecules lacking β-lactam ring structure. This review provides an account of synthesis of organic compounds having biological significance at the same time lacking β-lactam ring, by using β-lactam as synthon.

Keywords: Azetidin-2-ones, polyamines, peptides, synthon


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