Efficient Synthesis of Epoxides from Vicinal Diols Via Cyclic Sulfates |
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Authors: | Doo Ok Jang Yung Hyup Joo Dae Hyan Cho |
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Affiliation: | 1. Department of Chemistry , Yonsei University , Wonju, 220--710, Korea;2. Pacific Corporation, Pharmaceutical Research Institute , Kyounggi-do, 449--900, Korea |
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Abstract: | Reaction of cyclic sulfates of vic-diols with sodium hydroxide in THF-MeOH produced the corresponding epoxides in excellent isolated yields at room temperature. Cyclic sulfates of trans-diols gave cis-epoxides, and cyclic sulfates of cis-diols afforded trans-epoxides exclusively. Various cyclic sulfates of vic-diols can be converted into the epoxides under the conditions. |
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