[3 + 2] Cycloaddition of Oxazol-5-(4H)-ones with Nitrones for Diastereoselective Synthesis of Isoxazolidin-5-ones

Org Lett. 2017 Jan 6;19(1):26-29. doi: 10.1021/acs.orglett.6b03206. Epub 2016 Dec 20.

Abstract

In the presence of TMSCl, the [3 + 2] cycloaddition of oxazol-5-(4H)-ones with nitrones proceeded smoothly and furnished the desired isoxazolidin-5-ones with high diastereoselectivities in reasonable chemical yields. The chemical structure of the title compounds was firmly confirmed by X-ray single-crystal structure analysis.

Publication types

  • Research Support, Non-U.S. Gov't