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Formal [2 + 2 + 2] Cycloaddition StrategiesOur laboratory has developed metal-free, formal [2 + 2 + 2] cycloaddition strategies based on cascades of pericyclic reactions. The first step in the cascade involves an unusual propargylic ene reaction to generate a vinylallene or allenylimine intermediate, which then undergoes an inter- or intramolecular Diels-Alder or hetero Diels-Alder reaction.References: "Cyano Diels-Alder and Cyano Ene Reactions. Applications in a Formal [2 + 2 + 2] Cycloaddition Strategy for the Synthesis of Pyridines.", T. Sakai and R. L. Danheiser, J. Am. Chem. Soc. 2010, 132, 13203.
"Formal [2 + 2 + 2] Cycloaddition Strategy Based on an Intramolecular Propargylic Ene Reaction/Diels-Alder Cycloaddition Cascade", J. M. Robinson, T. Sakai, K. Okano, T. Kitawaki, and R. L. Danheiser, J. Am. Chem. Soc. 2010, 132, 11039.
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