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Synlett 1995; 1995(6): 663-665
DOI: 10.1055/s-1995-5035
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Stereoselective Approach to Tetrahydropyran by Iodoetherifications of (2S,3S)-2,3-Bis(t-butyldimethylsilyloxy)-5-alkene-1-ol

Tatsuya Minami, Akio Moriyama, Miyoji Hanaoka*
  • *Faculty of Pharmaceutical Sciences, Kanazawa University, 13-1 Takara-machi, Kanazawa 920, Japan
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Publication Date:
31 December 2000 (online)

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Iodoetherification of 2,3-bis(t-butyldimethylsilyloxy)-5-alkene-1-ol gave tetrahydropyrans in good to excellent diastereoselectivity, which was conformationally controlled by introduction of protected vicinal (S,S)-diol functional group.

Iodoetherification - 5-Alkene-1-ol - Diastereoselective tetrahydropyran formation - Protected vicinal (S,S)-diol - Conformational control