A novel class of sugar-based ether-linked-dispirooxindolo-pyrrolidines/pyrrolizidines through [3+2]-cycloaddition of azomethine ylides

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• 作者：Arasappan Hemamalini ; Subbiah Nagarajan ; Thangamuthu Mohan Das ; ^{tmdas_72@yahoo.com}
• 关键词：尾-C-Glycosidic ketones ; Cycloaddition ; Azomethine ylide ; Sugar-based dipolarophile ; Dispirooxindolo-pyrrolidines ; Dispirooxindolo-pyrrolizidines
• 刊名：Carbohydrate Research
• 出版年：2012
• 期刊代码：15_00086215
• 类别：ch
• 出版时间：1 May, 2012
• 卷：352
• 期：Complete
• 页码：12-17
• 文件大小：524 K

摘要

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 伪-,尾-unsaturated-尾-C-glycosidic ketones as the dipolarophile. All these sugar-based heterocyclics were characterized by NMR (¹H and ¹³C) and elemental analysis. Antimicrobial studies of sugar based dispiroheterocyclic compound 10 shows excellent activity against different microbes.