JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002348
Submitter
The Noguchi Institute
Reaction ID
R-0000-002348
Regist Date
2012/06/21 19:04:23
REACTANT
MOLECULE ID
JCGG-COM0003054 (Reaction Tree)
Skeleton
JCGG-STR032526
Reactant Type
acceptor
Mol
1.1 equiv.
MOLECULE ID
JCGG-COM0001651 (Reaction Tree)
Reactant Type
donor
Mol
1 equiv.
MOLECULE ID
JCGG-COM0001669
Reactant Type
Ag2O
Mol
1 equiv.
MOLECULE ID
JCGG-COM0003034 (Reaction Tree)
Reactant Type
catalyst
Mol
10 mol%
PRODUCT
MOLECULE ID
JCGG-COM0003055 (Reaction Tree)
Skeleton
JCGG-STR018290
Yield
74%
REACTION DETAIL
Reaction Time
16 hours
Reaction Temp
room temp
Solvent
dry MeCN
COMMENT
Keywords: diphenylborinic acid, Koenigs-Knorr glycosylations, cis-1,2-diol, glycosyl halide donors, glycosidic linkages
REFERENCE
Reference Id
REF-0000-000333
Issn
Electronic
Doi
10.1021/ja2062715
PubMed ID
21838223
Journal Name
Journal of the American Chemical Society. (2011) 133 (35): 13926-9.
Article Title
Regioselective activation of glycosyl acceptors by a diarylborinic acid-derived catalyst.
Author
Christina, Gouliaras; Doris, Lee; Lina, Chan; Mark S, Taylor
Affiliation
Department of Chemistry, University of Toronto, Ontario, Canada.
Reference Id
REF-0000-000334
Source
J. Am. Chem. Soc. 2011, 133, 13926-13929
Doi
10.1021/ja2062715

©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)