Department of Chemistry, 1102 Natural Sciences II, University of California, Irvine, California 92697-2025, United States.
Department of Pharmaceutical Sciences, University of California, Irvine, California 92697, United States.
Org Lett. 2020 Apr 17;22(8):2883-2886. doi: 10.1021/acs.orglett.0c00486. Epub 2020 Feb 20.
An anionic oxy-Cope/transannular Michael addition cascade converts a spirocyclic architecture-readily available by Diels-Alder cycloaddition-into the hydrophenalene carbon skeleton of the pseudopterosin aglycones. Oxidation of the resulting cyclohexenone ring to the phenol that is characteristic of the targets completes a short formal synthesis.
阴离子氧-Cope/跨环迈克尔加成级联反应将螺环结构(通过 Diels-Alder 环加成反应很容易获得)转化为假珊瑚素苷元的氢化菲烷碳骨架。所得环己烯酮环氧化为目标物特征性的酚完成了简短的形式合成。