A stereoselective synthesis of digitoxin and digitoxigen mono- and bisdigitoxoside from digitoxigenin via a palladium-catalyzed glycosylation.

A stereoselective synthesis of digitoxin and digitoxigen mono- and bisdigitoxoside from digitoxigenin via a palladium-catalyzed glycosylation. Research Abstract Details 

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A stereoselective synthesis of digitoxin and digitoxigen mono- and bisdigitoxoside from digitoxigenin via a palladium-catalyzed glycosylation. Abstract Text:

Maoquan Zhou,George A O'Doherty,

A convergent and stereocontrolled route to trisaccharide natural product digitoxin has been developed. The route is amenable to the preparation of both the digitoxigen mono- and bisdigitoxoside. This route featured the iterative application of the palladium-catalyzed glycosylation reaction, reductive 1,3-transposition, diastereoselective dihydroxylation, and regioselective protection. The natural product digitoxin was fashioned in 15 steps starting from digitoxigenin 2 and pyranone 8a or 18 steps from achiral acylfuran.

A stereoselective synthesis of digitoxin and digitoxigen mono- and bisdigitoxoside from digitoxigenin via a palladium-catalyzed glycosylation. Publishing Authors By Initials

M Zhou,GA O'Doherty,

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A stereoselective synthesis of digitoxin and digitoxigen mono- and bisdigitoxoside from digitoxigenin via a palladium-catalyzed glycosylation. Journal Published:

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

Journal: Organic letters

VOLUME: 8

Page Numbers: 4339-42

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ISSN: 1523-7060

DAY: 14

MONTH: Sep

YEAR: 2006

A stereoselective synthesis of digitoxin and digitoxigen mono- and bisdigitoxoside from digitoxigenin via a palladium-catalyzed glycosylation. Information

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LANGUAGE: eng

NlmUniqueID: 100890393

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Grant and Affiliation Information for A stereoselective synthesis of digitoxin and digitoxigen mono- and bisdigitoxoside from digitoxigenin via a palladium-catalyzed glycosylation.

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

Country: United States

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MEDLINETA: Org Lett

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