JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0002350
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-002350
Regist Date
 2012/06/21 19:04:35
REACTANT
MOLECULE ID
 JCGG-COM0002385 (Reaction Tree)
Skeleton
JCGG-STR032134
Reactant Type
 acceptor
Mol
 1.1 equiv.
MOLECULE ID
 JCGG-COM0001780 (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-COM0003058 (Reaction Tree)
Skeleton
JCGG-STR030072
Yield
 81%
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)