Journal
CARBOHYDRATE RESEARCH
Volume 352, Issue -, Pages 12-17Publisher
ELSEVIER SCI LTD
DOI: 10.1016/j.carres.2012.01.023
Keywords
beta-C-Glycosidic ketones; Cycloaddition; Azomethine ylide; Sugar-based dipolarophile; Dispirooxindolo-pyrrolidines; Dispirooxindolo-pyrrolizidines
Funding
- SERC-DST, New Delhi, India
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An efficient one-pot synthesis of novel sugar based dispirooxindolo-pyrrolidines/pyrrolizidines has been accomplished by a [3+2]-cycloaddition. This method utilizes an azomethine ylide derived from isatin and sarcosine/L-proline, with an ether linked alpha-, beta-unsaturated-beta-C-glycosidic ketones as the dipolarophile. All these sugar-based heterocyclics were characterized by NMR (H-1 and C-13) and elemental analysis. Antimicrobial studies of sugar based dispiroheterocyclic compound 10 shows excellent activity against different microbes. (C) 2012 Elsevier Ltd. All rights reserved.
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