Regiochemistry of the reaction of 2-acylcyclohexanones with trimethyl orthoformate: A convenient one-pot method to obtain 7,7-dimethoxy alkanoate methyl esters

Citation
Map. Martins et al., Regiochemistry of the reaction of 2-acylcyclohexanones with trimethyl orthoformate: A convenient one-pot method to obtain 7,7-dimethoxy alkanoate methyl esters, SYNLETT, (6), 1999, pp. 789-791
Citations number
26
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
6
Year of publication
1999
Pages
789 - 791
Database
ISI
SICI code
0936-5214(199906):6<789:ROTRO2>2.0.ZU;2-X
Abstract
The regiochemistry of the reaction of 2-acylcyclohexanones [containing 2-ac yl groups, C(O)R, where R = Me, Et, CH,Ph, CF,, Ph and OMe] with trimethyl orthoformate to obtain the corresponding acetal derivative is reported. Com pounds with R = alkyl groups showed to be convenient synthons for a one-pot method to obtain 7,7-dimethoxy alkanoate methyl esters under mild conditio ns. The results of the reaction of 2-acetylcyclopentanone, -heptanone and - octanone with trimethyl orthoformate are also reported.