Practical Synthesis of 1,1'-Binaphtyl-2-carboxylic Acids via Side Chain Oxidation of 2-Methyl-1,1'-binaphtyls

Article abstract of DOI:10.1246/bcsj.59.2044

Four 1,1'-binaphtyl-2-carboxylic acids were obtained in 38-53 percent isolated yield via three-stage oxidation of 2-methyl-1,1'-binaphtyls, that is, i) NBS-bromination to benzylic bromides, ii) treatment with sodium salt of 2-nitropropane to aldehydes, and iii) KMnO4-oxidation to carboxylic acids.