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A Convergent Total Synthesis of Phorboxazole A
Author(s) -
González Miguel A.,
Pattenden Gerald
Publication year - 2003
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.200390321
Subject(s) - intramolecular force , chemistry , double bond , intermolecular force , stereochemistry , combinatorial chemistry , molecule , organic chemistry
The potent cytostatic marine metabolite phorboxazole A (see structure) was prepared from three key fragments. Following attachment of a major portion of the side chain through C32C33 and an intermolecular E ‐selective olefination reaction to form the C19C20 double bond, the C2C3 double bond was put in place through an intramolecular Z ‐selective olefination reaction, with formation of the macrolide.