Synthesis of epothilones via a silicon-tethered RCM reaction.
[reaction: see text] A short synthesis of epothilone B and D is reported. The key step for generating the C12-13-trisubstituted Z-double bond uses a ring-closing metathesis reaction of a disiloxane to form a nine-membered silicon-tethered ring.
Gaich
Tanja
T
Institut für Organische Chemie, Universität Wien, Währingerstrasse 38, A-1090-Wien, Austria.
Mulzer
Johann
J
D002384:Catalysis; D003500:Cyclization; D034261:Epothilones / Q000032:analysis / Q000138:chemical synthesis*; D015394:Molecular Structure; D012825:Silicon / Q000737:chemistry*
D034261:Epothilones; C114026:desoxyepothilone B; C093788:epothilone B; D012825:Silicon