An easy access to novel sugar-based spirooxindole-pyrrolidines or -pyrrolizidines through [3+2] cycloaddition of azomethine ylides

Hemamalini, Arasappan ; Nagarajan, Subbiah ; Ravinder, Pawar ; Subramanian, Venkatesan ; Mohan Das, Thangamuthu (2011) An easy access to novel sugar-based spirooxindole-pyrrolidines or -pyrrolizidines through [3+2] cycloaddition of azomethine ylides Synthesis, 2011 (15). pp. 2495-2504. ISSN 0039-7881

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Related URL: http://dx.doi.org/10.1055/s-0030-1260111

Abstract

An efficient one-pot synthesis of a library of novel sugar-based spirooxindole-pyrrolidines or -pyrrolizidines has been accomplished by [3+2] cycloaddition. This method utilizes an azo­methine ylide derived from isatin and sarcosine or l-proline with an α,β-unsaturated β-C-glycosidic ketone as the dipolarophile. All these sugar-based heterocyclics were characterized by NMR (1H and 13C), HPLC, and elemental analysis

Item Type:Article
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Keywords:4,6-O-butylidene-d-glucopyranose; α,β-unsaturated β-C-glycosidic ketones; Cycloaddition; Azomethine ylide; Monospiroheterocyclics
ID Code:107260
Deposited On:01 Dec 2017 12:16
Last Modified:01 Dec 2017 12:16

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