Abstract
Enantiomerically pure t-butyl 4-sulfinyl-3-silyloxy-butanoate can be transformed stereoselectively in a Pummerer reaction with TFAA into the usual aldehyde or into a cis β-hydroxy-γ-sulfenyl-γ-butyrolactone. Experimental conditions allowing total control of the reaction in favor of either the aldehyde or the γ-butyrolactone are described. The corresponding methyl butanoate led, under the same conditions, only to the aldehyde.
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