Concise synthesis of binaphthol-derived chiral dicarboxylic acids

Abstract

3,3′-Disubstituted 1,1′-binaphthyl-2,2′-dicarboxylic acids (1) were synthesized in three or four steps from commercially available BINOL via carbon dioxide fixation with organolithium to incorporate the carboxylic acid moieties, followed by either carboxylate-directed ortho-C–H arylation or Suzuki cross-coupling. This method provides easy access to various types of axiially chiral dicarboxylic acids, which should be useful for studies of chiral Brønsted acid-catalyzed asymmetric reactions.