Tandem Diels-Alder/Nazarov Reaction of Ynones and Diynones
AdvisorChalifoux, Wesley A.
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The Chalifoux group’s interest is in exploring new synthetic methodologies thatlead us to achieve a diverse array of complex products in fewer steps. We interested inthe reactivity of ynones for the purpose of probing new methodologies towardsynthesizing biologically active molecules via tandem reaction processes.The synthesis of cyclic molecules remains an important aspect of organicsynthesis due to their presence in a variety of natural and synthetic chemicals. There is anumber of ways to construct cyclic structures that contain 5- and 6-membered rings withthe Nazarov and Diels-Alder reaction being one of the most powerful methods,respectively.Our approach is to develop new and efficient methods to synthesize fused fiveand six-membered polycyclic ring systems comprise the basic structure for a largenumber of important biologically active molecules through the use of multicomponentand/or tandem Diels-Alder/Nazarov cyclization of β-silyl substituted aryl ynones togenerate carbo- and heterocyclic fused ring systems.