aldopentose diethyl dithioacetals
lead tetraacetate cleavage
Springer Online Journal Archives 1860-2000
Chemistry and Pharmacology
Summary A simple and efficient procedure for the syntheses of all four stereoisomers of the 2,2,5-trimethyl-1,3-dioxolane-4-carbaldehydes1a–1d has been developed. Starting with readily available aldopentose diethyl dithioacetals2,6,10 and14, the title compounds were obtained by a selective protecting group strategy and subsequentRaney-nickel reduction, followed by lead tetraacetate cleavage. This procedure allows an application on a multigram scale.
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