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Chiral Brønsted Acid-Catalyzed Inverse Electron-Demand Aza Diels-Alder Reaction

Takahiko Akiyama,* Hisashi Morita and Kohei Fuchibe

*Department of Chemistry, Faculty of Science, Gakushuin University, 1-5-1 Mejiro, Toshima-ku, 171-8588 Tokyo, Japan, Email: takahiko.akiyamagakushuin.ac.jp

T. Akiyama, H. Morita, K. Fuchibe, J. Am. Chem. Soc., 2006, 128, 13070-13071.

DOI: 10.1021/ja064676r (free Supporting Information)


Abstract

A chiral BINOL-derived phosphoric acid diester catalyzed an inverse electron-demand aza Diels-Alder reaction of aldimine with enol ethers to give tetrahydroquinoline derivatives with excellent enantioselectivity.

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Key Words

Povarov Reaction, Diels-Alder Reaction, Tetrahydroquinolines, Organocatalysis


ID: J48-Y2006-3380