Collect. Czech. Chem. Commun.
1980, 45, 888-891
https://doi.org/10.1135/cccc19800888
Stereoselective photochemical addition of acetaldehyde to the products of Clauson-Kaas reaction
Jan Šrogl, Miroslav Janda, František Liška and Ivan Stibor
Department of Organic Chemistry, Prague Institute of Chemical Technology, 166 28 Prague 6
Abstract
Photochemical addition of acetaldehyde to 2,5-dimethoxy-2,5-dihydrofuran (I) (and the pure stereoisomers Ia and Ib), methyl 2,5-dimethoxy-2,5-dihydrofuran-2-carboxylate (II), methyl 2,5-dimethoxy-2,5-dihydrofuran-3-carboxylate (III) and cis-2-hydroxymethyl-2,5-dimethoxy-2,5-dihydrofuran (IV) was studied. The acetyl group enters into the position 4 of the arising tetrahydrofuran system, trans relative to the ester or hydroxymethyl group in the position 2.
