Synthesis of optically active vomifoliol and roseoside stereoisomers.
A synthesis of optically active vomifoliol stereoisomers 1-4 and their glucosides, roseoside stereoisomers 5-8, was accomplished via alpha-acetylenic alcohol 11a or 11b effectively prepared by an asymmetric transfer hydrogenation of alpha,beta-acetylenic ketone 10. Simultaneous separation of these stereoisomers by HPLC was also performed.
Yamano
Yumiko
Y
Kobe Pharmaceutical University, Kobe 658-8558, Japan. y-yamano@kobepharma-u.ac.jp
Ito
Masayoshi
M
D003512:Cyclohexanones / Q000032:analysis / Q000138:chemical synthesis*; D005960:Glucosides / Q000032:analysis / Q000138:chemical synthesis*; D045792:Norisoprenoids / Q000032:analysis / Q000138:chemical synthesis*; D009904:Optical Rotation; D013237:Stereoisomerism
D003512:Cyclohexanones; D005960:Glucosides; D045792:Norisoprenoids; C410943:blumenol A glucoside; C438027:roseoside