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Short Paper | Special issue | Vol 88, No. 2, 2014, pp.1639-1647
Published online, 26th November, 2013
DOI: 10.3987/COM-13-S(S)118
Regio- and Enantioselective Nitrone Cycloaddition to Alkynones for the Synthesis of Δ4-Isoxazolines

Mukund P. Sibi,* Kelsey L. Dunkle, and Digamber Rane

*Department of Chemistry and Biochemistry, North Dakota State University, Fargo, North Dakota 58108, U.S.A.

Abstract

We report herein a strategy for Lewis acid catalyzed enantioselective 1,3-dipolar cycloaddition of nitrones with alkynones to generate Δ4-isoxazolines. The corresponding cycloadducts were isolated as a single regioisomer with high yields and enantioselectivities.