Premium
A Convergent Synthetic Strategy towards Oligosaccharides containing 2,3,6‐Trideoxypyranoglycosides
Author(s) -
Lee Juyeol,
Kang Soyeong,
Kim Jungjoon,
Moon Dohyun,
Rhee Young Ho
Publication year - 2019
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201812222
Subject(s) - glycosidic bond , chemistry , convergent synthesis , combinatorial chemistry , glycosylation , stereochemistry , organic chemistry , biochemistry , enzyme
A de novo synthetic strategy for the production of oligosaccharides containing 2,3,6‐trideoxypyranoglycoside is reported. The key event is the Pd‐catalyzed asymmetric diastereoselective hydroalkoxylation of ene‐alkoxyallene‐linked glycosidic fragments. The utility of this approach was demonstrated by the activation‐free, stereodivergent, and convergent synthesis of various 2‐deoxyoligosaccharides, as well as their aglycon conjugates.