Total syntheses of (±)-omphadiol and (±)-pyxidatol C through a cis-fused 5,7-carbocyclic common intermediate.
Total syntheses of omphadiol and pyxidatol C, two isomeric africanane sesquiterpenes sharing identical 5-7-3 tricyclic carbon skeletons yet containing distinct oxidation patterns, are reported. The trans-fused 5,7-carbocycles in the terpenoids characterized by specific oxidation patterns were derived from a readily available cis-fused 5,7-carbocyclic common intermediate.
State Key Laboratory and Institute of Elemento-organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University , Tianjin 300071, China.
Lili
L
Zhou
Yanmin
Y
Yao
Wenbo
W
Xu
Guangxin
G
Liang
D003500:Cyclization; D015394:Molecular Structure; D010084:Oxidation-Reduction; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D012717:Sesquiterpenes; C420266:omphadiol; C000594717:pyxidatol C