Steric modulation of chiral biaryl diamines via Pd-catalyzed directed C-H arylation.
Palladium-catalyzed directed arylation of 2,2'-diacetamidobiaryls with aryl iodides provides efficient access to chiral ortho-substituted biaryl diamines. Aryl iodides with para- and meta-substituents are tolerated. Deprotection of the acetyl groups under basic conditions furnishes the free diamines, which should find broad utility in asymmetric catalysis.
Scarborough
Christopher C
CC
Department of Chemistry, University of Wisconsin-Madison, Madison, Wisconsin 53706, USA.
McDonald
Richard I
RI
Hartmann
Caroline
C
Sazama
Graham T
GT
Bergant
Ana
A
Stahl
Shannon S
SS
D002384:Catalysis; D003959:Diamines / Q000138:chemical synthesis*; D006841:Hydrocarbons, Aromatic / Q000737:chemistry*; D010165:Palladium
D003959:Diamines; D006841:Hydrocarbons, Aromatic; D010165:Palladium