Stereochemical labeling at natural abundance. Stereochemistry, isotope effects, and mechanism of the Diels-Alder reaction of hexachlorocyclopentadiene with ethyl vinyl ether
Academic Article
Overview
Research
Identity
Additional Document Info
Other
View All
Overview
abstract
The variation in cis versus trans deuterium content in natural-abundance ethyl vinyl ether is retained in its cycloadduct with hexachloroeyclopentadiene, indicative of a stereospecific process. The kinetic isotope effects for this reaction were also determined at natural abundance, and suggest a very asynchronous but concerted process. This conclusion is backed by comparison with theoretically calculated isotope effects.