De novo approach to 2-deoxy-beta-glycosides: asymmetric syntheses of digoxose and digitoxin.

De novo approach to 2-deoxy-beta-glycosides: asymmetric syntheses of digoxose and digitoxin. Research Abstract Details 

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De novo approach to 2-deoxy-beta-glycosides: asymmetric syntheses of digoxose and digitoxin. Abstract Text:

Maoquan Zhou,George A O'Doherty,

A highly enantioselective and straightforward route to trisaccharide natural products digoxose and digitoxin has been developed. Key to this approach is the iterative application of the palladium-catalyzed glycosylation reaction, reductive 1,3-transposition, diastereoselective dihydroxylation, and regioselective protection. The first total synthesis of natural product digoxose was accomplished in 19 total steps from achiral 2-acylfuran, and digitoxin was fashioned in 15 steps starting from digitoxigenin 2 and pyranone 8beta. This flexible synthetic strategy also allows for the preparation of mono- and disaccharide analogues of digoxose and digitoxin.

De novo approach to 2-deoxy-beta-glycosides: asymmetric syntheses of digoxose and digitoxin. Publishing Authors By Initials

M Zhou,GA O'Doherty,

For similar carbohydrates: polysaccharides: oligosaccharides: trisaccharides research abstracts see: carbohydrates: polysaccharides: oligosaccharides: trisaccharides research

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De novo approach to 2-deoxy-beta-glycosides: asymmetric syntheses of digoxose and digitoxin. Journal Published:

PUBLICATION TYPE: Research Support, U.S. Gov't,

Journal: The Journal of organic chemistry

VOLUME: 72

Page Numbers: 2485-93

Journal Abbreviation: J. Org. Chem.

ISSN: 0022-3263

DAY: 6

MONTH: 03

YEAR: 2007

De novo approach to 2-deoxy-beta-glycosides: asymmetric syntheses of digoxose and digitoxin. Information

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LANGUAGE: eng

NlmUniqueID: 2985193

De novo approach to 2-deoxy-beta-glycosides: asymmetric syntheses of digoxose and digitoxin. Keywords Mesh Terms:

KEYWORDS: Trisaccharides

MESH TERMS: chemistry

Chemical & Substance for Abstract: De novo approach to 2-deoxy-beta-glycosides: asymmetric syntheses of digoxose and digitoxin. Information

Substance Name: Oxygen

Registry Number: 7782-44-7

Grant and Affiliation Information for De novo approach to 2-deoxy-beta-glycosides: asymmetric syntheses of digoxose and digitoxin.

AFFILIATION: Department of Chemistry, West Virginia University, Morgantown, West Virginia 26506, USA.

Country: United States

AGENCY: United States NIGMS

GRANT: GM63150

ACRONYM: GM

MEDLINETA: J Org Chem

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