Anand, Naveen and Shah, Bhahwal A. and Kapoor, Munish and Parshad, Rajinder and Sharma, Rattan L. and Hundal, Maninder S. and Pannu, Ajay P. S. and Bharatam, Prasad V. and Taneja, Subhash C. (2011) Entrapment and Kinetic Resolution of Stabilized Axial and Equatorial Conformers of Spiro-β-lactams. The Journal of Organic Chemistry, 76 (15). pp. 5999-6006. ISSN 0022-3263

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Abstract

The facile synthesis of the stabilized axial and equatorial conformers of spiro-β-lactams was achieved via entrapment of cyclohexanone imines (Schiff bases) with acetoxyacetyl chloride in a [2 + 2]-cycloaddition reaction followed by their kinetic resolution. The immobilization of the racemic substrates on an inert solid support significantly reduced the reaction time and improved the enantioselectivity of conformers during kinetic resolution. The mechanism of the formation of the spiro-β-lactams was explored using B3LYP/6-31+G* level quantum chemical calculations

Item Type:	Article
Subjects:	Chemical Sciences
Divisions:	UNSPECIFIED
Depositing User:	Mr. Amit Nargotra
Date Deposited:	28 Dec 2011 08:58
Last Modified:	28 Dec 2011 08:58
URI:	http://iiim.csircentral.net/id/eprint/250

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