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Stereoretentive Copper‐Catalyzed Directed Thioglycosylation of C(sp 2 )−H Bonds of Benzamides
Author(s) -
Chabrier Amélie,
Bruneau Alexandre,
Benmahdjoub Sara,
Benmerad Belkacem,
Belaid Sabrina,
Brion JeanDaniel,
Alami Mouâd,
Messaoudi Samir
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201602909
Subject(s) - catalysis , copper , chemistry , selectivity , scope (computer science) , medicinal chemistry , hydrogen bond , combinatorial chemistry , stereochemistry , organic chemistry , molecule , computer science , programming language
An efficient thioglycosylation of C(sp 2 )−H bonds with thiosugars has been established for the first time. Using only Cu(OAc) 2 ⋅H 2 O as a catalyst and Ag 2 CO 3 as an additive in DMSO, the protocol proved to have broad scope, and a variety of complex thioglycosides have been prepared in good yields with exclusive β‐selectivity.