Total syntheses of ericifolione and its analogues via a biomimetic inverse-electron-demand Diels–Alder reaction

Abstract

Driven by bioinspiration and appreciation of the structure of ericifolione, a biomimetic tautomerization/intermolecular inverse-electron-demand hetero Diels-Alder reaction cascade sequence promoted by sodium acetate to rapidly construct sterically hindered dihydropyran scaffolds...

BF3 ⋅ Et2O Promoted Inverse‐Electron‐Demand Oxa‐Diels‐Alder Reaction of Alkylidene Isoxazol‐5‐ones with Unactivated Alkenes

“…In the decades, many advances in IEDDA reaction have been made, especially for highly regio-, diastereo-, and enantioselective access to valuable molecules. [14][15][16] However, achieving such transformation with unactivated alkenes is still challenging, and only few examples have been reported. [17] In this study, an intermolecular IEDDA reaction of alkylidene isoxazol-5-ones with unactivated alkenes is presented to construct fused dihydropyran isoxazole derivatives (Scheme 1b).…”