A New Stereoselective Total Synthesis of Phomonol

Abstract

A stereoselective total synthesis of phomonol, following organocatalytic enantioselective epoxidation and intramolecular oxa‐Michael reaction as key steps, is described. The use of readily available D‐tartaric acid as a chiral source renders this approach quite simple and attractive.

Gilman reagent toward the synthesis of natural products

“…Its structure constitutes 2,3,4,6 tetrasubstituted pyran, having four asymmetric centers. 129,130 Dada and Yaragorla reported an efficient and straightforward approach toward the total synthesis of phomonol 295 in 2022 (Scheme 34). 131 Their synthesis commenced with the easily available chiral starting material, i.e., D-aspartic acid 287, which was modied in a number of steps to provide acetonide 288.…”