A. S. Atavin, A. TrofimovBoris, S. E. Korostova
Jun 1, 1969
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Journal
Russian Chemical Bulletin
Abstract
2,4-Dimethyl-1,3-dioxane having a conformation of a “chair” with a cis-equatorial arrangement of substituents, under-goes cleavage by ethylmagnesium bromide at the C2-O1, and C2-O3 bonds with the same probability, whereas cis- and transisomers of 2,4-dimethyl-1,3-dioxolane with conformations close to planar, react under the same reaction conditions with strict specificity at the C2-O1 bond, thus indicating strong spatial screening of the O3 atom in 4-methyl substituted 1,3-dioxolanes.