Rhodium Phosphine Catalyzed Arylation of Imines

2 Rhodium Phosphine-Catalyzed Arylation of Imines The asymmetric rho 

Finally, a chiral N linked C2 symmetric bidentate phosphoramidite was developed by Miyaura for the arylation of N sulfonyl imines [115]. Over 38 different chiral N tosyl amines were prepared in high yields and enantiomeric excesses using this novel ligand. These conditions were also quite effective (72 99% yield and 93 98% ee) for the arylation of N p nitrobenzenesulfonyl imines, which can be cleaved under mild conditions to liberate the free amine. 

The catalytic enantioselective addition of arylboronic acids to aliphatic imines proceeds with broad substrate scope, high yields, and enantiocontrol (Table 1.18) [ 116], In this case, DeguPHOS (57) was found to be the optimal chiral ligand. 

38 J Stereoselective Synthesis of a Branched Amines by Nucleophilic Addition 

Ar2B(OH)2 (2 equiv) [Rh(acac)(coe)2] (5 mol7o) Ligand 57 (5.5 mol7o) 

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