Asymmetric Total Synthesis of (-)-MaoecrystalV

作者：Zhang, Wei-bin; Shao, Wen-bin; Li, Fu-zhuo; Gong, Jian-xian^*; Yang, Zhen

来源：Chemistry-An Asian Journal, 2015, 10(9): 1874-1880.

DOI：10.1002/asia.201500564

• asymmetric synthesis
• diels-alder reaction
• rhodium
• semi-pinacol rearrangement
• total synthesis

The asymmetric total synthesis of (-)-maoecrystalV, 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 maoecrystalV.

• 出版日期2015-9
• 单位中国海洋大学; 北京大学; 北京大学深圳研究生院