Premium
3‐Aminodeoxypyranoses in Glycosylation: Diversity‐Oriented Synthesis and Assembly in Oligosaccharides
Author(s) -
Zeng Jing,
Sun Guangfei,
Yao Wang,
Zhu Yangbin,
Wang Ruobin,
Cai Lei,
Liu Ke,
Zhang Qian,
Liu XueWei,
Wan Qian
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201700178
Subject(s) - glycosylation , aminosugar , tetrasaccharide , chemistry , stereochemistry , total synthesis , combinatorial chemistry , biochemistry , glucosamine , polysaccharide
A concise, diversity‐oriented approach for the synthesis of naturally occurring 3‐amino‐ and 3‐nitro‐2,3,6‐trideoxypyranose derivatives and analogues thereof from simple sugars has been developed. In addition, we investigated the synthesis of various 3‐aminoglycosyl donors and their application in glycosylation reactions. These studies led to the successful synthesis of a tetrasaccharide containing four different 3‐aminosugar components using ortho ‐alkynylbenzoate donors.