Reaction:JCGG-RAC0002515

JCGG ID

JCGG-RAC0002515

Submitter

The Noguchi Institute

Reaction ID

R-0000-002515

Regist Date

2012/06/21 19:22:34

REACTANT

MOLECULE ID

JCGG-COM0001659 (Reaction Tree)

Skeleton

JCGG-STR032397

Mol

0.1 mmol

MOLECULE ID

JCGG-COM0000099

Reactant Type

BF3*OEt2

Mol

0.3 mmol

PRODUCT

MOLECULE ID

JCGG-COM0003289 (Reaction Tree)

Yield

23%

MOLECULE ID

JCGG-COM0003290 (Reaction Tree)

Skeleton

JCGG-STR032527

Yield

64%

MOLECULE ID

JCGG-COM0002193 (Reaction Tree)

Yield

11%

REACTION DETAIL

Reaction Time

10 minutes

Reaction Temp

-30 degree C

Solvent

dry CH2Cl2

COMMENT

Keywords: Methyl 1,2-Ortho Esters, 1alpha,1'beta-disaccharides, BF3*Et2O

REFERENCE

Reference Id

REF-0000-000349

Issn

Electronic

Doi

10.1021/jo202335n

PubMed ID

22141592

Journal Name

The Journal of organic chemistry. (2012) 77 (1): 795-800.

Article Title

Unexpected stereocontrolled access to 1α,1'β-disaccharides from methyl 1,2-ortho esters.

Author

Clara, Uriel; Juan, Ventura; Ana M, Gómez; J Cristóbal, López; Bert, Fraser-Reid

Affiliation

Instituto de Química Orgánica General (IQOG-CSIC), Juan de la Cierva 3, 28006 Madrid, Spain.

Reference Id

REF-0000-000350

Source

J. Org. Chem. 2012, 77, 795-800

Doi

10.1021/jo202335n