Annulative Methods Enable a Total Synthesis of the Complex Meroterpene Berkeleyone A

作者:Ting Chi P; Xu Gong; Zeng Xianhuang; Maimone Thomas J
来源:Journal of the American Chemical Society, 2016, 138(45): 14868-14871.
DOI:10.1021/jacs.6b10397

摘要

Synthetic pathways to complex meroterpenes derived from 3,5-dimethylorsellinic acid (DMOA) and farnesyl pyrophosphate have not been reported despite heavy biosynthetic and medicinal interest. Herein we report the first total synthesis of berkeleyone A, a potential gateway compound to a plethora of fungal derived meroterpenes, in 13 steps. In addition, we have further developed a novel annulation reaction for the synthesis of hydroxylated 1,3-cyclohexadiones in a single step.

  • 出版日期2016-11-16