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Synlett 1999; 1999(6): 789-791
DOI: 10.1055/s-1999-2725
DOI: 10.1055/s-1999-2725
letter
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Regiochemistry of the Reaction of 2-Acylcyclohexanones with Trimethyl Orthoformate: A Convenient One-Pot Method to Obtain 7,7-Dimethoxy Alkanoate Methyl Esters
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Publication History
Publication Date:
31 December 1999 (online)
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The regiochemistry of the reaction of 2-acylcyclohexanones [containing 2-acyl groups, C(O)R, where R = Me, Et, CH2Ph, CF3, Ph and OMe] with trimethyl orthoformate to obtain the corresponding acetal derivative is reported. Compounds with R = alkyl groups showed to be convenient synthons for a one-pot method to obtain 7,7-dimethoxy alkanoate methyl esters under mild conditions. The results of the reaction of 2-acetylcyclopentanone, -heptanone and -octanone with trimethyl orthoformate are also reported.
acetals - β-diketones - 2-acylcycloalkanones - trimethyl orthoformate - reverse Claisen condensation