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Paper | Special issue | Vol 86, No. 2, 2012, pp. 1301 - 1322
Published online: 1st October, 2012
DOI: 10.3987/COM-12-S(N)83
Synthetic Studies on the Role of Substituents at C-3 Position on C3-C4 Bond Cleavage of β-Lactam Ring: Convenient Route for Diastereoselective Synthesis of Pyridin-2-ones

Pardeep Singh, Parvesh Singh, Kewal Kumar, Vipan Kumar, Mohinder P. Mahajan,* and Krishna Bisetty

*Department of Chemistry, Apeejay Stya research foundation, Apeejay Stya University, Apeejay Stya 143005, India

Abstract

The manuscript explicates the detailed synthetic studies on the effect of substituents at C-3 position of 2-azetidinones on the selective C-3/C-4 cleavage resulting in the diastereoselective synthesis of 2-pyridones further corroborated by computational studies. The manuscript assumes significance as the developed protocol does not suffer from the drawbacks associated with conventional methodologies viz. multistep and harsh conditions along with poor regio- and chemo selectivity and thus can be easily manipulated for the synthesis of multi-functionalized pyridine-2-ones.

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