Collect. Czech. Chem. Commun.
1991, 56, 1011-1018
https://doi.org/10.1135/cccc19911011
Lewis acid catalysis of the ene addition of dimethyl oxomalonate and butyl glyoxylate to olefins: Formation of cyclic ethers and lactones
Osman Achmatowicz, Jr.*, Jacek Rozwadowski, Barbara Szechner and Jan Szymoniak
Institute of General Chemistry, Warsaw Agricultural University, ul. Rakowiecka 26/30, 02-528 Warszawa, Poland
Abstract
The Lewis acid (SnCl4, TiCl4) catalyzed ene addition of dimethyl oxomalonate and butyl glyoxylate to pent-1-ene and 3-methylbut-1-ene has been investigated. Side reactions have been noted leading variously to the formation of δ-lactones and/or cyclic esters (tetrahydrofurans). The effect on the reaction course of the structure of the substrates has been discussed.
