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Stereo- and regioselective glycosylations to the bis-C-arylglycoside of kidamycin.


ABSTRACT: In explorations toward the total synthesis of the antitumor anthrapyran natural product kidamycin, the regioselective introduction of aminosugars angolosamine and vancosamine as C-arylglycosides has been accomplished onto hydroxylated anthrapyran aglycones. Specifically, the 9,11-dihydroxylated anthrapyran A undergoes sequential glycosylations with angolosamine synthon B and vancosamine synthon C to regio- and stereoselectively afford bis-C-glycoside D corresponding to the C-glycoside pattern of kidamycin.

SUBMITTER: Fei Z 

PROVIDER: S-EPMC4604443 | BioStudies | 2007-01-01

REPOSITORIES: biostudies

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