Synthesis of the Calicheamicin Aryltetrasaccharide Domain Bearing a Reducing Terminus: Coupling of Fully Synthetic Aglycone and Carbohydrate Domains by the Schmidt Reaction | Zendy

Halcomb Randall L. | Zendy; Boyer Serge H. | Zendy; Danishefsky Samuel J. | Zendy

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Synthesis of the Calicheamicin Aryltetrasaccharide Domain Bearing a Reducing Terminus: Coupling of Fully Synthetic Aglycone and Carbohydrate Domains by the Schmidt Reaction

Author(s) -

Halcomb Randall L.,

Boyer Serge H.,

Danishefsky Samuel J.

Publication year - 1992

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.199203381

Subject(s) - aglycone , calicheamicin , chemistry , glycosyl , coupling (piping) , combinatorial chemistry , glycosylation , stereochemistry , glycoside , materials science , biochemistry , biology , myeloid leukemia , metallurgy , immunology

The successful coupling of two building blocks constructed by total synthesis is described here as a route to calicheamicin ( 1 ). The aryltetrasaccharide section of 1 is shown for the first time to function as a glycosyl donor for aglycone intermediates.

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