A new procedure for the selective reduction of conjugated Delta (2)-isoxazolines to the corresponding unsaturated beta -hydroxy ketones is described. The use of SmI2 as the reducing agent and B(OH)(3) to hydrolyze the resulting imine results in a mild, convenient, and chemoselective protocol for this otherwise difficult transformation and complements existing methodology for the preparation of beta -hydroxy ketones via nitrile oxides.
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