Iridium??Catalyzed Asymmetric Allylic Amination with Polar Amines: Access to Building Blocks with Lead??Like Molecular Properties

P Tosatti, J Horn, AJ Campbell, D House…

Index: Tosatti, Paolo; Horn, Joachim; Campbell, Amanda J.; House, David; Nelson, Adam; Marsden, Stephen P. Advanced Synthesis and Catalysis, 2010 , vol. 352, # 18 p. 3153 - 3157

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Citation Number: 28

Abstract

Abstract The combination of an air-stable iridium catalyst and the dipolar aprotic solvent dimethyl sulfoxide (DMSO) allowed, for the first time, the systematic exploitation of highly polar, functionalized amines in asymmetric allylic substitutions: low molecular weight, sp 3- rich chiral building blocks were obtained with physicochemical properties that will be valuable in the synthesis of lead-like small molecules.