An efficient route to bicycle[3.3.1] intermediate employing organocatalytic Michael/Aldol biannulation: a formal synthesis of (+)-Huperzine A

作者：Zhang, Chao; He, Yu-Peng; Lv, Zhenbo; Ding, Xiaoguang; Li, Fei^*; Yu, Fang^*

来源：Journal of the Iranian Chemical Society, 2016, 13(8): 1481-1486.

DOI：10.1007/s13738-016-0863-5

• (+)-Huperzine A
• Organocatalyst
• Enantioselectivity
• Michael addition

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 beta-ketoesters and methacrolein catalyzed by alpha,alpha-diarylprolinol silyl ether in highest 87 % ee and with up to 80 % ee in the gram-scale procedure.

• 出版日期2016-8
• 单位辽宁石油化工大学