Abstract

Abstract The reactions of fluorinated ylide, generated from tris(dimethylamino)phosphine and tribromofluoromethane, with simple aldehydes and reactive ketones gave the expected Wittig reaction products. However, a ketone having a galactose skeleton afforded an acid fluoride, probably through an unprecedented Corey–Chaykovski-type epoxide formation reaction, followed by spontaneous Meinwald rearrangement.

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