Premium
Efficient Synthesis of 1,2,3,4,6‐Penta‐ O ‐acetyl‐ L ‐idopyranose
Author(s) -
Hung ShangCheng,
Chen ChienSheng
Publication year - 2000
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.200000173
Subject(s) - chemistry , hydroboration , yield (engineering) , hydrolysis , sugar , enol ether , ether , organic chemistry , stereochemistry , catalysis , materials science , metallurgy
An efficient synthesis of 1,2,3,4,6‐penta‐ O ‐acetyl‐ L ‐idopyranose 2 from 3,5‐ O ‐benzylidene‐1,2‐ O ‐isopropylidene‐α‐ D ‐glucofuranose in five steps in 45% overall yield via hydroboration of enol ether, hydrolysis of L ‐idofuranosyl sugar and acetolysis of 1,6‐anhydro‐β‐ L ‐idopyranose as key steps is described here.