Michael Harmata and Chaofeng Huang
COMMUNICATIONS
dried over Na2SO4. Removal of the solvent under vacuum
afforded the crude product, which was purified by column
chromatography to afford the sulfinate ester.
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General Procedure for the Rearrangement of
Propargylic Sulfinates to Allenyl Sulfones
To the sulfinate ester (0.5 mmol), 1mL of CH 3NO2 and 2
mol% AgSbF6 were added to the solution with stirring.
After 2 min, TLC shows no starting material. The reaction
mixture was diluted with Et2O (5 mL) and filtered through a
small plug of celite and silica gel. Removal of solvent afford-
ed the pure allene.
Acknowledgements
This work was supported by the National Science Foundation
to whom we are grateful.
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Adv. Synth. Catal. 2008, 350, 972 – 974