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Synthesis of C ‐Disaccharides through a One‐Pot Alkynol Cycloisomerization‐Reductive Deoxygenation
Author(s) -
Narute Sachin B.,
Rout Jeetendra Kumar,
Ramana Chepuri V.
Publication year - 2013
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201302252
Subject(s) - cycloisomerization , deoxygenation , furan , pyran , computer science , chemistry , disaccharide , combinatorial chemistry , stereochemistry , organic chemistry , catalysis
A sweet disposition : Simple protocols for the synthesis of (1→1)‐ and (1→6)‐linked C ‐disaccharides have been developed (see scheme). A one‐pot Au‐catalyzed alkynol cycloisomerization followed by BF 3 ⋅ Et 2 O, Et 3 SiH reduction has been established as the key reaction for C ‐disaccharide synthesis including all possible pyran–pyran, furan–furan, and pyran–furan combinations.