Abstract

Polymer-supported acyl anion equivalents of aldehydes (RCHO) were generated via dithiane formation with polymeric dithiol P1 and the subsequent treatment with BuLi. Resulting lithiated polymeric dithiane P2Li reacted with R¢CHO to give the corresponding alkylated dithiane P3. The cleavage of the 1,3-dithiane unit in P3 was performed with Hg(II) perchlorate hydrate or NBS to afford α-hydroxyketone 1 (up to 72% yield) along with diketone 2.

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