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Synthesis 1991; 1991(11): 965-966
DOI: 10.1055/s-1991-26618
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Ein einfacher Zugang zu 4-Brom-2-(tert-butyldimethylsiloxy)furan aus Tetrahydro-2,4-dioxofuran

Gerhard Jas*
  • *Institut für Organische Chemie der Technischen Universität Berlin, Straße des 17. Juni 115, D-1000 Berlin 12, Germany
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Publikationsdatum:
29. April 2002 (online)

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A Simple Resolution of 4-Bromo-2-(tert-butyldimethylsiloxy)furan from Tetrahydro-2,4-dioxofuran A convenient procedure for the synthesis of 4-bromo-2,5-dihydro-2-oxofuran (4) from tetrahydro-2,4-dioxofuran (3) by reaction with a Vilsmeier reagent prepared from oxalyl bromide and dimethylformamide is given. Compound 3 reacts with tert-butyldimethylsilyl trifluoromethanesulfonate to 4-bromo-2-(tert-butyldimethylsiloxy)furan (5c), a stable synthetic precursor for 2,5-dihydro-2-oxofuranide (1).