Azetidin-2-ones, synthon for biologically important compounds.
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.
Deshmukh
A R A S
AR
Division of Organic Chemistry (Synthesis), National Chemical Laboratory, Pune, India. arasd@dalton.ncl.res.in
Bhawal
B M
BM
Krishnaswamy
D
D
Govande
Vidyesh V
VV
Shinkre
Bidhan A
BA
Jayanthi
A
A
D001384:Azetidines / Q000138:chemical synthesis* / Q000737:chemistry; D047090:beta-Lactams / Q000138:chemical synthesis* / Q000737:chemistry
D001384:Azetidines; D047090:beta-Lactams