Accession Number : AD0457062


Title :   STEREOCHEMICAL ASPECTS OF THE DIELS-ALDER REACTION,


Corporate Author : CALIFORNIA INST OF TECH PASADENA GATES AND CRELLIN LABS OF CHEMISTRY


Personal Author(s) : Lambert, Joseph B ; Roberts, John D


Report Date : Jan 1965


Pagination or Media Count : 7


Abstract : In the Diels-Alder reaction of hexachlorocyclopentadiene and alpha-methyl-styrene, the cistrans ratio of deuterium in the beta-position of the alkene remains unchanged in the adduct. The reactions of cis- and trans-1,2-dichloroethylene with cyclopentadiene have been found to be at least 99.5% stereospecific. Since these systems were designed to favor the diradical intermediate which might be involved in a two-step mechanism, the observed high degree of specificity is best accounted for on the basis of a concerted, one-step mechanism. (Author)


Descriptors :   *DIENE SYNTHESIS , STEREOCHEMISTRY , SYNTHESIS(CHEMISTRY) , ALKENES , DEUTERIUM COMPOUNDS , CYCLOPENTENES , CHLORINE COMPOUNDS , NUCLEAR MAGNETIC RESONANCE , CHROMATOGRAPHIC ANALYSIS , MOLECULAR ISOMERISM


Distribution Statement : APPROVED FOR PUBLIC RELEASE