Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Sichuan Province, Sichuan Engineering Laboratory for Plant-Sourced Drug and Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu 610041, China.
Org Lett. 2022 May 20;24(19):3515-3520. doi: 10.1021/acs.orglett.2c01177. Epub 2022 May 11.
An asymmetric total synthesis of the sarpagine alkaloid (-)-normacusine B is presented. Salient features of this synthesis include a photocatalytic nitrogen-centered radical cascade reaction to assemble the tetrahydrocarbolinone skeleton, a titanium-mediated intramolecular amide-alkene coupling to construct the bridged azabicyclo[3.3.1]nonane moiety, and a nickel-catalyzed reductive Heck coupling to assemble the azabicyclo[2.2.2]octane ring system.
本文报道了 (-)-诺马库辛 B 型裂环海罂粟碱的不对称全合成。该合成的显著特点包括：光催化氮中心自由基级联反应构建四氢咔啉酮骨架、钛介导的分子内酰胺-烯烃偶联构建桥连氮杂双环[3.3.1]壬烷部分，以及镍催化的还原 Heck 偶联构建氮杂双环[2.2.2]辛烷环系。
