"De novo asymmetric synthesis of digitoxin based carbohydrate libraries" by Wenjun Xin

Semester

Fall

Date of Graduation

2007

Document Type

Thesis

Degree Type

MS

College

Eberly College of Arts and Sciences

Department

Chemistry

Committee Chair

George A O'Doherty

Abstract

The enantioselective syntheses of digitoxigen 2,6-dideoxy-beta-L-ribo-hexopyranoside, its analogues and digitoxin monosaccharide analogues have been achieved. Key to this approach is the iterative application of the palladium-catalyzed glycosylation reaction, reductive 1,3-transposition and diastereoselective dihydroxylation. Anticancer tests showed that these analogues have even better anticancer activities.

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