Total synthesis of cucurbitaxanthin A, cycloviolaxanthin and capsanthin 3,6-epoxide by applying a regioselective ring opening of tetrasubstituted epoxides.
The synthesis of 3,6-epoxy carotenoids cucurbitaxanthin A 1, cycloviolaxanthin 2 and capsanthin 3,6-epoxide 3, was accomplished via the C(15)-3,6-epoxides 20e and 20f, prepared by the regioselective ring opening of the 3-hydroxy-5,6-epoxides 10e and 10f.
Yamano
Yumiko
Y
Kobe Pharmaceutical University, Motoyamakita-machi, Higashinada-ku, Kobe 658-8558, Japan. y-yamano@kobepharma-u.ac.jp
Ito
Masayoshi
M
Wada
Akimori
A
D002338:Carotenoids / Q000138:chemical synthesis* / Q000737:chemistry; D004852:Epoxy Compounds / Q000737:chemistry*; D006900:Hydroxylation; D015394:Molecular Structure; D013237:Stereoisomerism
D004852:Epoxy Compounds; C532517:capsanthin 3,6-epoxide; C532515:cucurbitaxanthin A; C532516:cycloviolaxanthin; D002338:Carotenoids