Regio- and stereoselective glycosylation: synthesis of 5-haloimidazole alpha-ribonucleosides.

Regio- and stereoselective glycosylation: synthesis of 5-haloimidazole alpha-ribonucleosides. Research Abstract Details 

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Regio- and stereoselective glycosylation: synthesis of 5-haloimidazole alpha-ribonucleosides. Abstract Text:

Tilak Chandra,Xiang Zou,Edward J Valente,Kenneth L Brown,

We describe the synthesis of novel 5-haloimidazole ribonucleosides as precursors of modified cobalamins. A regio- and stereoselective glycosylation of protected ribose with silylated 4(5)-haloimidazoles produces 5-haloimidazole ribonucleosides predominantly in the alpha-configuration (60-75%) without any 4-substituted imidazole ribonucleoside. The structure of the 5-fluoroimidazole ribonucleoside was confirmed by X-ray crystallography and 2D NMR spectroscopy.

Regio- and stereoselective glycosylation: synthesis of 5-haloimidazole alpha-ribonucleosides. Publishing Authors By Initials

T Chandra,X Zou,EJ Valente,KL Brown,

For similar natural sciences: chemistry: chemistry, organic: isomerism: stereoisomerism research abstracts see: natural sciences: chemistry: chemistry, organic: isomerism: stereoisomerism research

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Regio- and stereoselective glycosylation: synthesis of 5-haloimidazole alpha-ribonucleosides. Journal Published:

PUBLICATION TYPE: Research Support, N.I.H., Extr

Journal: The Journal of organic chemistry

VOLUME: 71

Page Numbers: 5000-3

Journal Abbreviation: J. Org. Chem.

ISSN: 0022-3263

DAY: 23

MONTH: Jun

YEAR: 2006

Regio- and stereoselective glycosylation: synthesis of 5-haloimidazole alpha-ribonucleosides. Information

Number of References:

LANGUAGE: eng

NlmUniqueID: 2985193

Regio- and stereoselective glycosylation: synthesis of 5-haloimidazole alpha-ribonucleosides. Keywords Mesh Terms:

KEYWORDS: Stereoisomerism

MESH TERMS: chemistry

Chemical & Substance for Abstract: Regio- and stereoselective glycosylation: synthesis of 5-haloimidazole alpha-ribonucleosides. Information

Substance Name: Ribonucleosides

Registry Number: 0

Grant and Affiliation Information for Regio- and stereoselective glycosylation: synthesis of 5-haloimidazole alpha-ribonucleosides.

AFFILIATION: Department of Chemistry and Biochemistry, Ohio University, Athens, Ohio 45701, USA.

Country: United States

AGENCY: United States NIGMS

GRANT: GM 48858

ACRONYM: GM

MEDLINETA: J Org Chem

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