Electro‐Organic Stereoselective Dehydrogenative Homo‐Coupling of β‐Naphthylamines Derivatives

Abstract

AbstractThe 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.