Oppolzer-Type Intramolecular Diels–Alder Cycloadditions via Isomerizations of Allenamides

A new approach to Oppolzer’s intramolecular Diels–Alder cycloaddition (IMDA) through γ-isomerization of readily available N-tethered allenamides is described. These IMDA reactions are carried out in tandem with the allenamide isomerization or 1,3-H shift, leading to complex nitrogen heterocycles in a highly stereoselective manner.

本文报道了一种通过易得N-锚定联烯酰胺的γ位异构化，实现Oppolzer分子内Diels-Alder环加成（IMDA）的新方法。此类IMDA反应可与联烯酰胺异构化或1,3-氢迁移串联进行，以高度立体选择性的方式构建复杂含氮杂环。