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• W2079081302 abstract "The synthesis of (+)- and (−)-trans-1-mercaptocyclohexan-2-ol is described. Ring opening of cyclohexene oxide with (−)-4-methoxybenzylnopan-3(R)-thiol 1a followed by oxidation gives two readily separable diastereomeric sulfoxides. These sulfoxides display very different thermal stability but both undergo regio-specific syn-elimination to give cyclohexan-1-ol-2-sulfenic acid that can be reacted in situ with 3,5-dimethylthiophenol to give a mixed disulfide. Reduction of these disulfides with lithium aluminium hydride gives the title compounds in enantiomerically pure form." @default.
• W2079081302 created "2016-06-24" @default.
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• W2079081302 date "1999-10-01" @default.
• W2079081302 modified "2023-09-23" @default.
• W2079081302 title "The cleavage of meso-epoxides with homochiral thiols: synthesis of (+)- and (−)-trans-1-mercaptocyclohexan-2-ol" @default.
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• W2079081302 doi "https://doi.org/10.1016/s0957-4166(99)00446-2" @default.
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