An Inverse Electron Demand Diels-Alder-Based Total Synthesis of Defucogilvocarcin V and Some C-8 Analogues

作者:Nandaluru Penchal Reddy; Bodwell Graham J*
来源:Journal of Organic Chemistry, 2012, 77(18): 8028-8037.
DOI:10.1021/jo3012682

摘要

A concise total synthesis of defucogilvocarcin V is reported. The key features of the approach are the formation of the C-ring using a vinylogous Knoevenagel/transesterification reaction and construction of the D-ring by way of an inverse electron demand Diels-Alder-driven domino reaction. The resulting C-8 ester functionality provides a handle for the synthesis of defucogilvocarcin V as well as some C-8 analogues from a common late-stage intermediate.

  • 出版日期2012-9-21