Asymmetric total synthesis and revision of the absolute configuration of 4-keto-clonostachydiol.
The first total synthesis of the 14-membered natural macrocyclic bislactone 4-keto-clonostachydiol, along with its enantiomer, has been accomplished in 13 steps with overall yields of 8.4% and 8.0%, respectively. The absolute configuration of 4-keto-clonostachydiol 1 has been revised as (5S,10S,13S).
Han
Junjie
J
Department of Chemistry, State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, People's Republic of China.
Su
Yingpeng
Y
Jiang
Tuo
T
Xu
Yanfen
Y
Huo
Xing
X
She
Xuegong
X
Pan
Xinfu
X
D004852:Epoxy Compounds / Q000737:chemistry; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013379:Substrate Specificity
C510703:4-keto-clonostachydiol; D004852:Epoxy Compounds; D007783:Lactones; C009068:propylene oxide