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Synlett 2000; 2000(3): 367-370
DOI: 10.1055/s-2000-6514
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Vanadium(V)-Catalyzed Stereoselective Synthesis of Functionalized Disubstituted Tetrahydrofurans

Jens Hartung* , Philipp Schmidt
  • *Institut für Organische Chemie, Universität Würzburg, Am Hubland, D-97074 Würzburg, Germany; Fax +49 (0) 9 31/8 88 46 06; E-mail: hartung@chemie.uni-wuerzburg.de
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Publication Date:
31 December 2000 (online)

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Functionalized cis-2,5-, trans-2,4-, and trans-2,3-disubstituted tetrahydrofurans were efficiently and highly stereoselectively synthesized from the corresponding 5,6-disubstituted 4-penten-1-ols using tert-butylhydroperoxide (TBHP) and catalytic amounts of vanadium(V)-Schiff base complexes prepared in situ.

catalysis - oxidation - Schiff base - stereoselective tetrahydrofuran synthesis - vanadium