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Stereocontrolled Total Synthesis of Bengazole A: A Marine Bisoxazole Natural Product Displaying Potent Antifungal Properties
Author(s) -
Bull James A.,
Balskus Emily P.,
Horan Richard A. J.,
Langner Martin,
Ley Steven V.
Publication year - 2006
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200602050
Subject(s) - natural product , total synthesis , antifungal , stereochemistry , chemistry , biology , microbiology and biotechnology
Candidate for Candida : A high‐yielding and versatile synthesis of bengazole A has been developed; the first to provide access to a single stereoisomer of the natural product. Key steps include the construction of the 2,4‐disubstituted oxazole under mild conditions and a diastereoselective 1,3‐dipolar cycloaddition.