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Highly Efficient and Versatile Synthesis of Some Important Precursors from 1,6‐Anhydrous‐ β ‐ D ‐glucopyranose as a Green Starting Material
Author(s) -
WEI Guohua,
CAI Chao,
DU Yuguo
Publication year - 2009
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.200990268
Subject(s) - anhydrous , d glucopyranose , chemistry , stereochemistry , organic chemistry
Some important precursors (1,6‐anhydrous‐2‐deoxy‐2‐azido‐ β‐D ‐glucopyranose ( 3) , 1,6‐anhydrous‐2‐deoxy‐2‐ azido‐3,4‐di‐ O ‐benzyl‐ β‐D ‐mannopyranose ( 5 ), 1,6:2,3‐dianhydrous ‐ β‐D ‐glucopyranose ( 6 ), 1,6‐anhydrous‐3‐deoxy‐3‐azido‐ β‐D ‐glucopyranose ( 10 ) and 1,6‐anhydrous‐2,4‐di‐ O ‐benzoyl‐ β‐D ‐glucopyranose ( 11 )) for complex oligosaccharide synthesis were readily prepared from a green starting material 1,6‐anhydrous ‐ β‐D ‐glucopyranose in one or two steps with moderate to high yields. These improved methods established herein will greatly facilitate the assembly of some complex oligosaccharides for the biological study.