Total synthesis of capsanthin using lewis acid-promoted regio- and stereoselective rearrangement of tetrasubstituted epoxide.
The synthesis of capsanthin 1 was accomplished via the C15-cyclopentyl ketone 13 prepared by Lewis acid-promoted regio- and stereoselective rearrangement of the epoxide 12.
Yamano
Y
Y
Kobe Pharmaceutical University, Japan.
Ito
M
M
D002212:Capsicum / Q000737:chemistry; D002338:Carotenoids / Q000737:chemistry*; D002384:Catalysis; D004852:Epoxy Compounds / Q000737:chemistry*; D007202:Indicators and Reagents; D008968:Molecular Conformation; D010165:Palladium; D013237:Stereoisomerism; D024341:Xanthophylls
D004852:Epoxy Compounds; D007202:Indicators and Reagents; D024341:Xanthophylls; D002338:Carotenoids; C006889:capsanthin; D010165:Palladium