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Synthesis of 3,3'-diaryl-substituted 2,2'-diamino-1,1'-binaphthyl and its derivatives.

Substitution at the 3 and/or 3' position of a binaphthyl skeleton sometimes enhances stereoselectivity during asymmetric reactions. High-yield and stepwise introduction of aryl groups into the 2,2'-diamino derivative has been established for the first time via an ortho-lithiation/iodization/Suzuki-Miyaura coupling protocol. The results described herein will facilitate the synthesis of a variety of 3,3'-substituted 2,2'-diamino-1,1'-binaphthyl compounds, which are key intermediates for obtaining valuable related ligands and organocatalysts.