From Chitin to α‐Glycosides of  N ‐Acetylglucosamine Using Catalytic Copper Triflate in a Heated Sealed‐Vessel Reactor | Zendy

Frem Dany | Zendy; Urban Dominique | Zendy; Norsikian Stéphanie | Zendy; Beau JeanMarie | Zendy

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From Chitin to α‐Glycosides of N ‐Acetylglucosamine Using Catalytic Copper Triflate in a Heated Sealed‐Vessel Reactor

Author(s) -

Frem Dany,

Urban Dominique,

Norsikian Stéphanie,

Beau JeanMarie

Publication year - 2017

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201700933

Subject(s) - chemistry , glycosylation , trifluoromethanesulfonate , n acetylglucosamine , copper , chitin , glycoside , catalysis , selectivity , glucosamine , organic chemistry , alcohol , combinatorial chemistry , biochemistry , chitosan , enzyme

The selective preparation of α‐glycosides of GlcNAc has been accomplished using a direct copper(II) triflate catalyzed glycosylation between α‐ d ‐glucosamine pentaacetate, readily available from chitin, and a range of alcohol acceptors. The α‐selectivity results from a post‐glycosylation anomerization.

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