通过Biotage Isolera快速纯化液相制备色谱帮助Zincophorin甲基酯的合成研究by耐士科技

Reported herein is the total synthesis of zincophorin methyl ester, a polyketide ionophore. Of particular interest is the use of sterically hindered nucleophiles to surmount the unfavorable stereochemical outcome, leading to acetate aldol adducts, in nucleophilic addition to the aldehyde derived from propionates. The approach is based on the addition of an enoxysilane (bearing a removable phenylselenide moiety) to generate selectively FelkineAnh adducts in a BF3,OEt2-mediated Mukaiyama aldol reaction. Subsequent reduction of the selenide group led to the corresponding syn-aldol acetate motif, and this approach was applied to induce selectively the C12eC13 relationship of zincophorin.