Graduate School of Biomedical Sciences, Nagasaki University, Nagasaki 852-8521, Japan.
Medical Innovation Center, Nagasaki University, Nagasaki 852-8521, Japan.
Org Lett. 2020 Jul 2;22(13):5046-5050. doi: 10.1021/acs.orglett.0c01627. Epub 2020 Jun 17.
A formal synthesis of (-)-haliclonin A, isolated from the marine sponge sp. in Korea, is described. The key feature of the synthesis includes the highly stereoselective tandem radical reaction to construct the azabicyclo[3.3.1]nonane core and the enantioselective formation of an all-carbon quaternary center via the Pd-mediated deracemization.
描述了从韩国海洋海绵 sp. 中分离得到的 (-)-haliclonin A 的一种正式合成方法。该合成的关键特征包括高立体选择性的串联自由基反应,以构建氮杂双环[3.3.1]壬烷核心,以及通过 Pd 介导的外消旋化形成全碳季碳中心的对映选择性。