The electrochemical stereoselective dehydrogenative homocoupling of β‐naphthylamine derivatives was investigated and successfully accomplished, the chiral diaryl amines being obtained in up to 60 % yield. The use of an enantiopure β‐naphthylamine featuring an aminoalcohol as chiral auxiliary led to the expected 2,2’‐binaphthyl diamine derivative in up to 96/4 diastereoisomeric ratio. The application of the methodology to the intramolecular cross coupling of the enantiopure bis‐ N ‐β‐naphthylamine 1,2‐ trans‐ diamino cyclohexane led to the formation of a single enantiopure diastereoisomer in 37 % yield.
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Resta et al. (2024) studied this question.
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