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Phosphine‐Catalyzed (3+2) Annulation of Morita–Baylis–Hillman Carbonates with Pyrazolinone‐Derived Ketimines: Synthesis of Spirodihydropyrrole/dihydropyrazolones

Xi Chen,Min Liu,5 Authors,Hongchao Guo

2023 · DOI: 10.1002/ejoc.202300841
Annalen der Pharmacie · 2 Citations

Abstract

A phosphine‐catalyzed (3+2) annulation of Morita–Baylis–Hillman carbonates with pyrazolinone‐derived ketimines has been achieved to give various spirodihydropyrrole/dihydropyrazolones in moderate to high yields with good diastereoselectivities. The protocol proved to be efficient with diverse MBH carbonates and ketimines. Both scale‐up reaction and further transformation of the product were successfully. In addition, up to 98% ee of chiral product was obtained with the use of chiral bifunctional phosphine.