The Journal of Organic Chemistry

Photoalkylation of cyclic acetals

I Rosenthal, D Elad

Index: Rosenthal,I.; Elad,D. Journal of Organic Chemistry, 1968 , vol. 33, p. 805 - 811

Full Text: HTML

Citation Number: 42

Abstract

The acetone-, acetophenone-, and benzophenone-initiated photochemical addition of olefins to 1, 3-dioxolan and l, 3, 5-trioxan is described. The addition of terminal olefins to 1, 3- dioxolan leads to 2-alkyl-1, Sdioxolsns (1: 1 adducts) as the major products in yields of up to 50%; with diethyl maleate, diethyl (1, 3-dioxolanyl-2)-succinate may be obtained in yields of up to 90%. The corresponding reaction with 1, 3, btrioxan leads to 2-alkyl-l, 3, 5-trioxans in ...