Abstract

Propargylic sulfinates can be successfully deprotonated at the acetylenic carbon with lithium hexamethyldisilazide. The resulting anions add successfully to aldehydes and ketones. Treatment of these adducts with a silver cation results in both a 2,3‐sigmatropic shift and a cyclization of the resulting allene to afford 2,5‐dihydrofurans in excellent yields.

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