Substrate‐Controlled Cyclopropanation Reactions of Glycals with Aryl Diazoacetates | Zendy

Guo Yujing | Zendy; Pei Chao | Zendy; Koenigs Rene M. | Zendy

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Substrate‐Controlled Cyclopropanation Reactions of Glycals with Aryl Diazoacetates

Author(s) -

Guo Yujing,

Pei Chao,

Koenigs Rene M.

Publication year - 2020

Publication title -

chemcatchem

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.497

H-Index - 106

eISSN - 1867-3899

pISSN - 1867-3880

DOI - 10.1002/cctc.202000569

Subject(s) - cyclopropanation , stereoselectivity , glucal , substrate (aquarium) , chemistry , catalysis , aryl , glycosylation , acceptor , glycal , combinatorial chemistry , organic chemistry , biology , biochemistry , physics , ecology , alkyl , condensed matter physics

Cyclopropanation reactions of d ‐glucal and d ‐galactal derivatives with aryldiazoacetates can be conducted in a substrate‐controlled, stereoselective fashion using simple Rh(II) catalysts, which is further supported by DFT studies. Following this methodology, sugar‐derived, donor‐acceptor cyclopropanes can be accessed that allow stereoselective O ‐glycosylation reactions.

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