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Synlett 1995; 1995(3): 257-259
DOI: 10.1055/s-1995-4942
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The Mitsunobu Reaction of 1,2-O-Benzylideneconduritol E: A New Route to Conduritol F

Takehiko Yoshimitsu, Kunio Ogasawara*
  • *Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-77, Japan
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Publication Date:
31 December 2000 (online)

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The Mitsunobu reaction of optically active 1,2-O-benzylideneconduritol E with p-nitrobenzoic acid is found to occur with retention at the C-3 center and with inversion at the C-4 center which leads to a new route to optically active conduritol F.

conduritol E - conduritol F - Mitsunobu reaction - asymmetric dioxylation - enantiocontrolled synthesis