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

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

Vincent Ming-Yau Leung  1 , Chun-Man Pook  1 , Tsz-Chun Chan  1 , Ying-Yeung Yeung  1
Affiliations

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

Vincent Ming-Yau Leung et al. Chem Asian J. .

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.

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