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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 19, 1989 - Issue 3-4
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Original Articles

Heterodiene Synthesis. I. Reaction of 5-Arylidenerhodanine Derivatives with 1-Morpholinocyclohexene Enamine

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Pages 345-354 | Received 07 Jul 1988, Published online: 23 Oct 2006

References

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  • The rate of the Diels-Alder reaction is determined by the lowest HOMO-LUMO energy seperation attainable by the reacting diene/dienophile components HOMOdiene- LUMOdienophile or LUMOdiene-HOMOdienophile of the (4+2) cycloaddition. Factors which are responsible for lowering the magnitude of this energy separation accelerate the rate of the Diels-Alder reaction. The inverse electron demand (LUMOdiene controlled) Diels-Alder reaction employs an electron-deficient diene (decreased LUMOdiene)/ electron rich dienophile (increased dienophile).
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