A Convergent Synthesis of Gonytolide C Using an Intramolecular Oxa-Michael Addition

作者:Li Freda F; Atkinson Darcy J; Furkert Daniel P; Brimble Margaret A
来源:European Journal of Organic Chemistry, 2016, 2016(6): 1145-1155.
DOI:10.1002/ejoc.201501402

摘要

A full account of the evolution of a convergent total synthesis of gonytolide C is reported. The assembly of the natural product core relies on a Horner-Wadsworth-Emmons (HWE) olefination followed by an intramolecular oxa-Michael addition. Robust and efficient preparations of both HWE coupling partners were established. The synthesis enabled further investigation of an asymmetric oxa-Michael cyclisation to prepare gonytolide C, demonstrating the utility of this strategy for synthesis of 2,2-disubstituted chromanones.

  • 出版日期2016-2