Construction of Isoxazolidines through Formal [3+2] Cycloaddition Reactions of in situ Generated Nitrosocarbonyls with Donor–Acceptor Cyclopropanes: Synthesis of α-Amino γ-Butyrolactones

Abstract

A straightforward approach for the synthesis of isoxazolidines through MgI2-catalyzed [3+2] cycloaddition reactions of donor–acceptor cyclopropanes with in situ generated nitrosocarbonyls from hydroxycarbamates is described. This method facilitates one-pot synthesis of α-amino-γ-butyrolactone by deprotection, reductive cleavage of N–O bond, and successive lactonization.