Trialkylphosphonium Oxoborate as C(sp3 )-H Oxyanion Hole Catalyst for Diels-Alder Reaction

Chem Asian J. 2024 Feb 16;19(4):e202300981. doi: 10.1002/asia.202300981. Epub 2024 Jan 4.

Abstract

We have developed a catalytic protocol for Diels-Alder reaction using trialkylphosphonium oxoborates as oxyanion hole catalysts. The reaction can be operated under ambient conditions. Dienes could easily polymerize under acidic condition. Nonetheless, these acid-sensitive substrates are compatible with the catalytic protocol and the reaction scope covers a wide range of substrates.

Keywords: Diels-Alder Reaction; Non-Classical Hydrogen bond; Organocatalysis; Oxyanion hole; Phosphonium.