En route to sugar–alkaloid conjugates

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• 作者：Carsten-Endres Sowa^a ; Joachim Thiem ; ^a ; ^{joachim.thiem@chemie.uni-hamburg.de"" rel=""nofollow}
• 关键词：N-2-Deoxyglycopyranosyl succinimides ; [5.3.1.0² ; 6] Oxalactams ; Simplexin oxa-analogs ; Glycopyranosyl-N-pyrrol
• 刊名：Carbohydrate Research
• 出版年：2011
• 出版时间：6 September 2011
• 年：2011
• 卷：346
• 期：12
• 页码：1546-1550
• 全文大小：433 K

文摘

After stereoselective addition of N-iodosuccinimide to glycals subsequent dehalogenation results in formation of N-glycopyranosyl succinimides. By UV irradiation both azepindiones and preferentially [5.3.1.0^2,6] tricyclic oxalactams could be obtained. Their transformation into a number of novel sugar conjugates resembling some prominent alkaloid N-pyrrol components by thiation and reduction is reported.