
%0 Journal Article
%A Lynch, MJ 
%A Simpson, J 
%A Weavers, RT 
%T Diiodo Acetals and Unsaturated Lactones From Dihydropyran
%J Australian Journal of Chemistry
%D 1993/02/01
%V 46
%N 2
%P 203-212
%K 
%R https://doi.org/10.1071/CH9930203
%U https://www.publish.csiro.au/paper/CH9930203 
%X Reaction of dihydropyran with propiolic acid and N- iodosuccinimide gave an iodo ester which was cyclized under free-radical conditions to form an (E) iodomethylene lactone. Photolysis of this lactone could be controlled to generate mixtures of (E) and (Z) iodomethylene lactones, or alternatively the iodine-free methylene lactone. The structures of some by-products of the iodo ester formation have been shown to be a succinimide derivative and two stereoisomers of a diiodo acetal. X-Ray determination of the structure of one of the diiodo  acetal isomers is described. 
