Abstract
The ammonium-directed, metal-free oxidation of 3-(N,N-dibenzylamino)cyclohex-1-ene with mCPBA in the presence of either trichloroacetic acid or tosic acid has been used as the key step to facilitate the synthesis of all the diastereoisomers of 3-aminocyclohexane-1,2-diol, in >98% de in each case.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Cyclohexanols / chemical synthesis*
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Cyclohexanols / chemistry
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Cyclohexylamines / chemical synthesis*
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Cyclohexylamines / chemistry
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Hydroxides / chemistry*
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Hydroxylation
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Metals / chemistry
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Oxidation-Reduction
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Quaternary Ammonium Compounds / chemistry*
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Stereoisomerism
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Substrate Specificity
Substances
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3-aminocyclohexane-1,2-diol
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Cyclohexanols
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Cyclohexylamines
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Hydroxides
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Metals
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Quaternary Ammonium Compounds
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hydroxide ion