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Synlett 1999; 1999(12): 1969-1971
DOI: 10.1055/s-1999-2993
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Asymmetric Synthesis of Tetrasubstituted Tetrahydrofuran, 2-Epigoniothalesdiol, Employing Stereoselective Hydrogenation

Hidemi Yoda* , Takahiro Shimojo, Kunihiko Takabe
  • *Department of Molecular Science, Faculty of Engineering, Shizuoka University, Hamamatsu 432-8561, Japan; Fax + 81 53 4 78 11 50; E-mail: yoda@mat.eng.shizuoka.ac.jp
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Publication History

Publication Date:
31 December 1999 (online)

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An efficient and stereodefined process is described for the preparation of a 3,4-dihydroxy-2,5-disubstituted tetrahydrofuran ring with the contiguous stereogenic centers and the asymmetric synthesis of 2-epigoniothalesdiol is also reported by featuring the elaboration of the functionalized homochiral lactone derived from C2-imide.

goniothalesdiol - tetrasubstituted tetrahydrofuran - stereoselective deoxygenation - hemiketal - trisubstituted γ-lactone