Title of article :
An efficient route to bicycle[3.3.1] intermediate employing organocatalytic Michael/Aldol biannulation: a formal synthesis of (+)-Huperzine A
Author/Authors :
Zhang, Chao College of Chemistry - Chemical Engineering and Environmental EngineeringLiaoning Shihua University - Fushun - China , He, Yu-Peng College of Chemistry - Chemical Engineering and Environmental EngineeringLiaoning Shihua University - Fushun - China , Lv, Zhenbo College of Chemistry - Chemical Engineering and Environmental EngineeringLiaoning Shihua University - Fushun - China , Ding, Xiaoguang College of Chemistry - Chemical Engineering and Environmental EngineeringLiaoning Shihua University - Fushun - China , Li, Fei College of Chemistry - Chemical Engineering and Environmental EngineeringLiaoning Shihua University - Fushun - China , Yu, Fang College of Chemistry - Chemical Engineering and Environmental EngineeringLiaoning Shihua University - Fushun - China
Abstract :
The key intermediate for the synthesis of (+)-Huperzine A, bicycle[3.3.1]nona-2,6-dien-9-one core, was prepared by Michael–Aldol annulation of β-ketoesters and methacrolein catalyzed by α,α-diarylprolinol silyl ether in highest 87 % ee and with up to 80 % ee in the gram-scale procedure.
Keywords :
(+)-Huperzine A , Organocatalyst , Enantioselectivity , Michael addition
Journal title :
Astroparticle Physics
