(+)-曼诺内酯 C 的不对称全合成
Asymmetric Total Synthesis of (+)-Mannolide C.
机构信息
The State Key Laboratory of Chemical Oncogenomics, Guangdong Provincial Key Laboratory of Nano-Micro Materials Research, School of Chemical Biology and Biotechnology, Shenzhen Graduate School of Peking University, Shenzhen, 518055, China.
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000, China.
出版信息
Angew Chem Int Ed Engl. 2021 Sep 20;60(39):21267-21271. doi: 10.1002/anie.202107954. Epub 2021 Aug 20.
(+)-Mannolide C is a complex hexacyclic C cephalotane-type diterpenoid featuring a highly strained 7/6/6/5 tetracyclic core containing eight consecutive stereocenters and two bridging lactones. The first asymmetric total synthesis of (+)-mannolide C has been accomplished by lipase-mediated resolution, Ru-complex-catalyzed double ring-closing metathesis (RCM) reactions, Ni -catalyzed diastereoselective Michael addition, and Mn -catalyzed allylic oxidation as the key transformations.
(+)-曼诺内酯 C 是一种复杂的六环 C 型 Cephalotane 型二萜，具有高度应变的 7/6/6/5 四环核心，包含八个连续的立体中心和两个桥接内酯。(+)-曼诺内酯 C 的首次不对称全合成是通过脂肪酶介导的拆分、Ru 配合物催化的双环 closing metathesis (RCM) 反应、Ni 催化的非对映选择性迈克尔加成和 Mn 催化的烯丙基氧化反应来实现的。
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