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A series of geminal β,β-ditosyloxy ketones were synthesized in moderate to good yields through hydroxy(tosyloxy)iodobenzene-mediated ditosyloxylation of readily accessible α,β-unsaturated ketones in a polar aprotic solvent. A mechanism has been… Click to show full abstract
A series of geminal β,β-ditosyloxy ketones were synthesized in moderate to good yields through hydroxy(tosyloxy)iodobenzene-mediated ditosyloxylation of readily accessible α,β-unsaturated ketones in a polar aprotic solvent. A mechanism has been proposed for the synthesis of the geminal β,β-ditosyloxy ketones, and entails an oxidative rearrangement involving a 1,2-aryl migration.
Keywords:
aprotic solvent;
hydroxy tosyloxy;
polar aprotic;
tosyloxy iodobenzene;
aryl migration;
oxidative rearrangement
Journal Title: Synlett
Year Published: 2020
Link to full text (if available)
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Journal Title: Synlett
Year Published: 2020
Link to full text (if available)
Share on Social Media: Sign Up to like & get
recommendations!