Entrapment and Kinetic Resolution of Stabilized Axial and Equatorial Conformers of Spiro-β-lactams
IR@IIIM: CSIR-Indian Institute of Integrative Medicine, Jammu
View Archive Info| Field | Value | |
| Title |
Entrapment and Kinetic Resolution of Stabilized Axial and Equatorial Conformers of Spiro-β-lactams
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| Creator |
Anand, Naveen
Shah, Bhahwal A. Kapoor, Munish Parshad, Rajinder Sharma, Rattan L. Hundal, Maninder S. Pannu, Ajay P. S. Bharatam, Prasad V. Taneja, Subhash C. |
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| Subject |
Chemical Sciences
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| Description |
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
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| Date |
2011
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| Type |
Article
PeerReviewed |
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| Format |
application/pdf
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| Identifier |
http://iiim.csircentral.net/250/1/10.1021jo200363x.pdf
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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| Relation |
http://dx.doi.org/10.1021/jo200363x
http://iiim.csircentral.net/250/ |
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