Authors: Deshmukh A.R.A.S.; Bhawal B.M.; Krishnaswamy D.; Govande V.V.; Shinkre B.A.; Jayanthi A.

Source: Current Medicinal Chemistry, Volume 11, Number 14, July 2004 , pp. 1889-1920(32)

Publisher: Bentham Science Publishers

Abstract:

Azetidin-2-one, a four-membered cyclic lactam (-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 -lactam antibiotics. Efforts have been made in exploring such new aspects of -lactam chemistry using enantiomerically pure -lactams as versatile intermediates for the synthesis of aromatic -amino acids and their derivatives, peptides, polyamines, polyamino alcohols, amino sugars and polyamino ethers. The development of methodologies based on - lactam nucleus is now referred as 'the -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 -lactam ring structure. This review provides an account of synthesis of organic compounds having biological significance at the same time lacking -lactam ring, by using -lactam as synthon.

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

Document Type: Review article

DOI: http://dx.doi.org/10.2174/0929867043364874

Affiliations: 1: Division of Organic Chemistry (Synthesis), National Chemical Laboratory, Pune 411 008, India

Publication date: 2004-07-01

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• Current Medicinal Chemistry covers all the latest and outstanding developments in medicinal chemistry and rational drug design. Each issue contains a series of timely in-depth reviews written by leaders in the field covering a range of the current topics in medicinal chemistry. Current Medicinal Chemistry is an essential journal for every medicinal chemist who wishes to be kept informed and up-to-date with the latest and most important developments.

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