Abstract Intramolecular cycloadditions of various nitrone functionalities with different substituents (R= Me, Bn, tBu) at the nitrogen atom tethered to a bicyclopropylidene unit through a two-carbon chain led to cis-fused tricyclic isoxazolidines (3-alkyl-3, 3a, 4, 5, 5a, 6- hexahydrocyclopropa [2, 3] cyclopenta [1, 2-c] isoxazolespiro [1, 1′] cyclopropanes) 26 in 42–58% yield with complete regio-and diastereoselectivity. The thermal rearrangement of ...