Synthesis of Both Enantiomers of Methyl 3-methyloctanoate, Key Component for the Scent of African Orchids and Determination of their Absolute Configuration

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Abstract Synthesis of enantiomers of methyl 3-methyloctanoate 2 was achieved starting from enantiomers of methyl 3-hydroxy-2-methylpropanoate 3 in 9 steps. (S)-Enantiomer was shown to be identical with the naturally occurring isomer by GC analysis using a capillary column with chiral stationary phase. Interestingly, unnatural (R)-enantiomer has stronger floral note than natural (S)-enantiomer.

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