ChemInform Abstract: Rhodium‐Catalyzed Enantioselective Addition of Organoaluminum Reagents to N‐Tosyl Ketimines.

Abstract

Rhodium-Catalyzed Enantioselective Addition of Organoaluminum Reagents to N-TosylKetimines. -The first enantioselective 1,2-addition of methyl-and arylaluminum reagents to cycloalkenone-derived N-tosyl imines, yielding -tertiary allylamides, is developed. Depending on the solvent and substituents at the ring, the applied Rh(I)/Binap catalyst can also result in enantioselective 1,4-additions to these substrates. After subsequent reduction of the products, 3-substituted cycloalkyl amines are yielded. -(HIRNER, S.; KOLB, A.; WESTMEIER, J.; GEBHARDT, S.; MIDDEL, S.; HARMS, K.; VON ZEZSCHWITZ*, P.; Org. Lett. 16 (2014) 11, 3162-3165, http://dx.