Azetidin-2-ones, synthon for biologically important compounds

被引:204
作者
Deshmukh, ARAS [1 ]
Bhawal, BM
Krishnaswamy, D
Govande, VV
Shinkre, BA
Jayanthi, A
机构
[1] Natl Chem Lab, Div Organ Chem Synth, Pune 411008, Maharashtra, India
[2] Emcure Pharmaceut Ltd, Pune 411026, Maharashtra, India
关键词
D O I
10.2174/0929867043364874
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Azetidin-2-one, a four-membered cyclic lactam (beta-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 beta-lactam antibiotics. Efforts have been made in exploring such new aspects of beta-lactam chemistry using enantiomerically pure beta-lactams as versatile intermediates for the synthesis of aromatic beta-amino acids and their derivatives, peptides, polyamines, polyamino alcohols, amino sugars and polyamino ethers. The development of methodologies based on beta-lactam nucleus is now referred as 'the beta-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 beta-lactam ring structure. This review provides an account of synthesis of organic compounds having biological significance at the same time lacking beta-lactam ring, by using beta-lactam as synthon.
引用
收藏
页码:1889 / 1920
页数:32
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