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Author: Subject: Diels-Alder secondary orbital interaction
jhd5000
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[*] posted on 12-4-2008 at 15:03
Diels-Alder secondary orbital interaction


Does anybody have an explanation for the observation that the Diels-Alder cycloaddition of cyclopentadiene and pentene favors the endo product? As far as I can tell, there is no possibility for significant secondary orbital stabilization in the transition state. Therefore, I would expect the exo-product, which is more sterically favored.
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