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Total Syntheses of Amphidinolides B, G, and H
Author(s) -
Hara Akihiro,
Morimoto Ryo,
Iwasaki Yuki,
Saitoh Tsuyoshi,
Ishikawa Yuichi,
Nishiyama Shigeru
Publication year - 2012
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.201204992
Subject(s) - aldol reaction , metathesis , total synthesis , stereochemistry , ring closing metathesis , computer science , chemistry , world wide web , combinatorial chemistry , organic chemistry , catalysis , polymerization , polymer
Not one, not two, but three : Total syntheses of amphidinolides B, G, and H, which exhibit strong, nanogram‐scale cytotoxicity against various tumor cell lines, have been executed. The synthetic strategy relied on implementation of a diene construction protocol and a diastereoselective aldol process. The 26‐ and 27‐membered macrocyclic lactone rings were efficiently constructed by using ring‐closing metathesis (RCM).