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Synthetic Studies on Ciguatoxin: A Highly Convergent Synthesis of the GHIJKLM Ring System Based on B ‐Alkyl Suzuki Coupling
Author(s) -
Takakura Hiroyuki,
Noguchi Katsuhiko,
Sasaki Makoto,
Tachibana Kazuo
Publication year - 2001
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 - 10.1002/1521-3773(20010316)40:6<1090::aid-anie10900>3.0.co;2-w
Subject(s) - ciguatoxin , convergent synthesis , ring (chemistry) , chemistry , alkyl , stereoselectivity , suzuki reaction , stereochemistry , marine toxin , combinatorial chemistry , coupling reaction , organic chemistry , toxin , fish <actinopterygii> , biology , biochemistry , fishery , catalysis , aryl
Access to polycyclic polyethers is facilitated by a synthetic strategy involving two‐step B ‐alkyl Suzuki coupling reactions for the stereoselective construction of the polyether skeleton. Thus, a convergent synthetic route to the heptacyclic GHIJKLM ring system 1 of ciguatoxin, a marine algal toxin implicated in ciguatera fish poisoning, was developed. Bn=benzyl.