4. • .diene synthesis has developed into one of
the most important working methods in
organic chemistry .
• The method has also proved valuable in a
great many ways in research into the
constitution of complex natural products .
• formed by diene synthesis are usually
stable.
5. between a conjugated diene and a substituted alkene, commonly
termed the dienophile, to form a substituted cyclohexene system
+
conjugated diene dienophile cyclohexene
The Diels–Alder reaction is particularly useful in synthetic organic
chemistry as a reliable method for forming 6-membered systems with good
control over regio- and stereo chemical properties. The underlying concept
has also been applied to other π-systems, such as carbonyls and imines, to
furnish the corresponding heterocyclic, known as the hetero-Diels–Alder
reaction. Diels–Alder reactions can be reversible under certain conditions;
the reverse reaction is known as the retro-Diels–Alder reaction.
11. Diels–Alder reactions, as concerted cycloadditions, are tereospecific,
i.e. stereo chemical information in the reactants is retained in the
products. E- and Z-dienophiles, for example, give rise to the adducts
with corresponding syn or anti-stereochemistry
20. * Organic chemistry; Clayden, J.; Greeves, N.; Warren, S.;
Wothers, P. Oxford University Press, Oxford, 2006.
* Lewis Acids and Selectivity in Organic Synthesis; Santelli, M.;
* http://www.organic- Pons, J. CRS Press, USA, 1995.
chemistry.org/namedreactions/diels-alder-reaction.shtm
* Wikipedia.co.uk
