Tetrahedron

Intramolecular n-alkenylnitrone-additions: Regio-and stereochemistry

W Oppolzer, S Siles, RL Snowden, BH Bakker…

Index: Oppolzer, W.; Siles, S.; Snowden, R. L.; Bakker, B. H.; Petrzilka, M. Tetrahedron, 1985 , vol. 41, # 17 p. 3497 - 3509

Full Text: HTML

Citation Number: 58

Abstract

Efficient intramolecular cycloadditions of N-3-alkenyl-and N-4-alkenylnitrones proceed with opposite regioselection which is modified by dipolarophile-substituent effects. Polycyclic isoxazolidines are obtained in a highly stereocontrolled fashion, consistent with an endo- addition of the Z-nitrones.