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Synlett 1998; 1998(8): 855-856
DOI: 10.1055/s-1998-1823
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Stereoselective Synthesis of Tetrasubstituted Furan from Dihydroxyacetone Dimer

Hidemi Yoda* , Masato Mizutani, Kunihiko Takabe
  • *Department of Molecular Science, Faculty of Engineering, Shizuoka University, Hamamatsu 432-8561, Japan
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Publication History

Publication Date:
31 December 2000 (online)

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A convergent route to the stereochemically same tetrasubstituted furan produced as a single stereoisomer has been developed in racemic form featuring the stereoselective hydrogenation of two types of hemiketal derivatives, which were prepared by nucleophilic addition of Grignard reagent in the presence of CeCl3 to the functionalized lactones with γ-stereochemistry different to each other.

furanoid lignan - substituted tetrahydrofuran - stereoselective deoxygenation - hemiketal - γ-lactone