trans ‐Stilbene  C ‐Glycosides: Synthesis by a Microwave‐Assisted Heck Reaction and Evaluation of the SGLT‐2 Inhibitory Activity | Zendy

Kumar Ponnapalli Kalyana | Zendy; Kumar Adak Avijit | Zendy; Das Anindya | Zendy; Song JenShin | Zendy; Wu SzuHuei | Zendy; Sun ChungMing | Zendy; Lin ChunCheng | Zendy

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trans ‐Stilbene C ‐Glycosides: Synthesis by a Microwave‐Assisted Heck Reaction and Evaluation of the SGLT‐2 Inhibitory Activity

Author(s) -

Kumar Ponnapalli Kalyana,

Kumar Adak Avijit,

Das Anindya,

Song JenShin,

Wu SzuHuei,

Sun ChungMing,

Lin ChunCheng

Publication year - 2017

Publication title -

asian journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.846

H-Index - 44

eISSN - 2193-5815

pISSN - 2193-5807

DOI - 10.1002/ajoc.201700148

Subject(s) - chemistry , heck reaction , glycosyl , aryl , glycoside , selectivity , glycosyl donor , organic chemistry , coupling reaction , combinatorial chemistry , catalysis , stereochemistry , alkyl

A protocol for the microwave‐assisted Heck coupling reaction of C ‐aryl glycosides and styrenes has been developed for the synthesis of mono‐ and bis( C ‐glycoside) stilbenes. This method exclusively provides C ‐glycoside trans ‐stilbenes in good yields. The Pd‐catalyzed Heck coupling reaction was successfully applied to various functionalized C ‐glycosyl aryl iodides and various substituted styrenes to deliver several C ‐glycoside trans ‐stilbenes with high selectivity. The obtained C ‐glycosyl trans ‐stilbenes were also examined for human SGLT‐2 inhibitory activity.

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