Reaction:JCGG-RAC0002352

JCGG ID

JCGG-RAC0002352

Submitter

The Noguchi Institute

Reaction ID

R-0000-002352

Regist Date

2012/06/21 19:04:48

REACTANT

MOLECULE ID

JCGG-COM0003033 (Reaction Tree)

Skeleton

JCGG-STR032527

Reactant Type

acceptor

Mol

1.1 equiv.

MOLECULE ID

JCGG-COM0001770 (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-COM0003061 (Reaction Tree)

Skeleton

JCGG-STR026853

Yield

80%

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