Zhang Wei-bin, Shao Wen-bin, Li Fu-zhuo, Gong Jian-xian, Yang Zhen
Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen, 518055, China.
Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education and, Beijing National Laboratory for Molecular Science (BNLMS), Peking-Tsinghua Center for Life Sciences, Peking University, Beijing, 100871, China.
Chem Asian J. 2015 Sep;10(9):1874-80. doi: 10.1002/asia.201500564. Epub 2015 Jul 23.
The asymmetric total synthesis of (-)-maoecrystal V, a novel cytotoxic pentacyclic ent-kaurane diterpene, has been accomplished. Key steps of the current strategy involve an early-stage semipinacol rearrangement reaction for the construction of the C10 quaternary stereocenter, a rhodium-catalyzed intramolecular O-H insertion reaction, and a sequential Wessely oxidative dearomatization/intramolecular Diels-Alder reaction to forge the pentacyclic framework of maoecrystal V.
新型细胞毒性五环对映-贝壳杉烷二萜（-）-毛萼晶V的不对称全合成已经完成。当前策略的关键步骤包括用于构建C10季碳立体中心的早期半频哪醇重排反应、铑催化的分子内O-H插入反应，以及用于构建毛萼晶V五环骨架的连续韦塞利氧化脱芳构化/分子内狄尔斯-阿尔德反应。
