Palladium-Catalyzed (3+3) Annulation of Allenylethylene Carbonates with Nitrile Oxides

Org Lett. 2021 Aug 6;23(15):5750-5754. doi: 10.1021/acs.orglett.1c01921. Epub 2021 Jul 21.

Abstract

In this paper, we designed and synthesized a new type of cyclic carbonates, allenylethylene carbonates (AECs). With AECs as reactive precursors, we developed palladium-catalyzed (3+3) annulation of AECs with nitrile oxides. Various AECs worked well in this reaction under mild reaction conditions. A variety of 5,6-dihydro-1,4,2-dioxazine derivatives with allenyl quaternary stereocenters can be accessed in a facile manner in high yields (≤98%).