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Synlett 1995; 1995(2): 153-154
DOI: 10.1055/s-1995-4899
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Palladium-Catalyzed Arylation and Vinylation of 4-Alkyl Substituted 2,3-Dihydrofurans: A Catalytic Sequence to Anti-Aldol Compounds

Stephan Hillers, Oliver Reiser*
  • *Inst. f. Organische Chemie der Universität, Tammannstr. 2, D-37077 Göttingen
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Publikationsdatum:
31. Dezember 2000 (online)

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Palladium-catalyzed arylation of 4-alkyl substituted 2,3-dihydrofurans leads regio- and diastereoselectively to trans-2,3-disubstituted 2,3-dihydrofurans, which can be converted to anti-aldol derivatives upon ozonolysis. In contrast, vinylation of the title compounds leads to a mixture of 2,3- and 2,5-disubstituted dihydrofurans.

catalytic - palladium - 2,3-dihydrofuran - anti-aldol