Organic letters

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

M Zhou, GA O'Doherty

文献索引：Zhou, Maoquan; O'Doherty, George A. Organic Letters, 2006 , vol. 8, # 19 p. 4339 - 4342

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被引用次数: 67

摘要

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 ...