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Eine einfache Synthese aller vier stereoisomeren 2,2,5-Trimethyl-1,3-dioxolan-4-carbaldehyde (1994)

Binder, W. H. ; Prenner, R. H. ; Schmid, W.

Springer

Monatshefte für Chemie 125 (1994), S. 763-771

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ISSN: 1434-4475

Keywords: 2,2,5-Trimethyl-1,3-dioxolane-4-carbaldehydes ; aldopentose diethyl dithioacetals ; lead tetraacetate cleavage

Source: Springer Online Journal Archives 1860-2000

Topics: Chemistry and Pharmacology

Notes: 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.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1007/BF01277638

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