Physical Sciences and Mathematics Commons^™

Stereochemistry Of Chlorinated Diels-Alder Adducts, Harry R. Musser

Masters Theses

"Hexachlorocyclopentadiene and related compounds have been studied extensively in connection with Diels-Alder reactions. Many of the adducts formed are used as intermediates in insecticide syntheses. It is of interest to study the stereochemistry of the adducts of one of the hexachlorocyclopentadiene derivaites. 5,5-Dimethoxy-1,2,3,4-tetrachlorocyclopentadiene and various dienophiles, when allowed to react, yield compounds of the bridges bicyclo [2.2.1] hept-2-ene series. The study of the endo and/or exo configuration of various functional groups such as carboxyl, aldehyde, and hydroxymethyl can be related to the known exo-5-hydroxymethyl1-1,2,3,4-tetrachlorobicyclo-[2.2.1] help-2-ene-7-one"--Introduction, page [1].