Abstract

In the presence of a catalytic amount of the chiral ytterbium Lewis acid, which was prepared from Yb(OTf) 3, (R)-(+)-BINOL, diazabicyclo[5.4.0]undec-7-ene (DBU), and an additive, achiral imines reacted with achiral dienophiles to afford the corresponding tetrahydroquinoline derivatives in high yields with high diastereo- and enantioselectivities. This is the first example of aza Diels-Alder reactions using a catalytic amount of a chiral source.

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