Total synthesis of capsanthin and capsorubin using Lewis acid-promoted regio- and stereoselective rearrangement of tetrasubsutituted epoxides.
The synthesis of capsanthin 1 and capsorubin 2 was accomplished via the C(15)-cyclopentyl ketone 6 prepared by Lewis acid-promoted regio- and stereoselective rearrangement of the epoxy dienal 5.
Yamano
Yumiko
Y
Kobe Pharmaceutical University, Motoyamakita-Machi, Kobe, Japan. y-yamano@kobepharma-u.ac.jp
Ito
Masayoshi
M
D004852:Epoxy Compounds / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013237:Stereoisomerism; D024341:Xanthophylls / Q000138:chemical synthesis* / Q000737:chemistry
D004852:Epoxy Compounds; D024341:Xanthophylls; C006889:capsanthin; C035624:capsorubin