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通过自氧化-迈克尔加成反应立体选择性合成2,2-双(C-支链)吡喃葡萄糖苷-3-酮糖。

Stereoselective synthesis of 2,2-bis(C-branched-chain)glucopyranosid-3-ulose via an autoxidation-Michael addition reaction.

作者信息

Liu Hong-Min, Zhang Fuyi, Zou Da-Peng

机构信息

Department of Chemistry, Zhengzhou University, Zhengzhou, 450052, PR China.

出版信息

Chem Commun (Camb). 2003 Aug 21(16):2044-5. doi: 10.1039/b306227a.

DOI:10.1039/b306227a
PMID:12934903
Abstract

2,2-Bis(C-branched-chain)glucopyranosid-3-uloses, designed for the preparation of biologically active natural product iridoid derivatives, are synthesized selectively by the new reaction of butenolide-containing sugar with active methylene compounds, and the new reaction is clarified as autoxidation followed by Michael addition of carbanion.

摘要

用于制备生物活性天然产物环烯醚萜衍生物的2,2-双(C-支链)吡喃葡萄糖苷-3-酮,通过含丁烯内酯的糖与活性亚甲基化合物的新反应选择性合成,该新反应被阐明为自动氧化后碳负离子的迈克尔加成反应。

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