Collect. Czech. Chem. Commun. 1996, 61, 1520-1524
https://doi.org/10.1135/cccc19961520

Synthesis and Resolution of Racemic 2-Amino-2'-hydroxy-1,1'-binaphthyl

Martin Smrčinaa, Štěpán Vyskočila,b, Jana Polívkováa, Jana Polákováa and Pavel Kočovskýb

a Department of Organic Chemistry, Charles University, 128 40 Prague 2, Czech Republic
b Department of Chemistry, University of Leicester, U.K.

Abstract

The title compound 3 has been prepared via a highly selective, Cu(II)-mediated cross-coupling of 2-aminonaphthalene 1 and 2-naphthol 2 and resolved into enantiomers via crystallization of diastereoisomeric salts with (1S)-(+)-10-camphorsulfonic acid. The method has been optimized and the use of chromatography eliminated.

Keywords: Binaphthyls; Oxidative coupling; Resolution.