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Direct and Stereoselective Synthesis of β‐Linked 2,6‐Deoxyoligosaccharides
Author(s) -
Tanaka Hiroshi,
Yoshizawa Atsushi,
Takahashi Takashi
Publication year - 2007
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200604031
Subject(s) - stereoselectivity , chemistry , stereochemistry , organic chemistry , catalysis
Short and sweet : Glycosidation of 2‐deoxyglycosyl imidates with I 2 as shown in the scheme (Bn=benzyl, Bz=benzoyl, MS=molecular sieves) proceeds smoothly to provide the corresponding β‐linked 2‐deoxyglycosides in excellent yields and selectivity. This coupling method has been shown to be adaptable to the synthesis of various β‐linked oligosaccharides containing 2,6‐dideoxy‐ and 2,3,6‐trideoxyglycosides.