Total synthesis of (+/-)-terpestacin and (+/-)-11-epi-terpestacin.
The total synthesis of racemic terpestacin and 11-epi-terpestacin using the allene ether Nazarov reaction as the key step is described. All stereochemistry is derived from the stereogenic carbon atom that is formed during the Nazarov reaction.
Berger
Gideon O
GO
University of Hawaii, Chemistry Department, Honolulu, Hawaii 96822, USA.
Tius
Marcus A
MA
D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D021241:Spectrometry, Mass, Electrospray Ionization; D013055:Spectrophotometry, Infrared; D013237:Stereoisomerism
D001643:Bridged Bicyclo Compounds; C080890:terpestacin