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Total Synthesis, Configuration, and Biological Evaluation of Anguinomycin C
Author(s) -
Bonazzi Simone,
Güttinger Stephan,
Zemp Ivo,
Kutay Ulrike,
Gademann Karl
Publication year - 2007
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.200703134
Subject(s) - enantioselective synthesis , total synthesis , negishi coupling , chemistry , stereochemistry , nucleus , natural product , combinatorial chemistry , catalysis , biochemistry , biology , microbiology and biotechnology
Against nuclear export! Immunofluorescence assays indicate that anguinomycin C is a potent inhibitor of protein export from the nucleus. Key features in the total synthesis of this antitumor natural product include a Cr‐catalyzed enantioselective hetero‐Diels–Alder reaction, a Negishi reaction with stereoinversion, and application of the DIOZ auxiliary.