Highly Stereoselective Synthesis of Tricyclic Chromenoisoxazolidines by Intramolecular 1,3‐Dipolar Cycloadditions

Abstract

AbstractThe novel and simple synthesis of tricyclic chromenoisoxazolidine frameworks by using Baylis–Hillman derivatives through in situ formation of nitrones followed by an intramolecular [3+2] dipolar cycloaddition reaction sequence is described. The new [3+2] cycloaddition reaction leads to a novel class of angularly substituted fused tricyclic chromenoisoxazolidines, creating two rings and three contiguousstereocenters, one of them being a tetrasubstituted carbon center. Fused tricyclic compounds were obtained in a highly stereoselective fashion with high yields.