Simple chiral derivatisation protocols for NMR analysis of the enantiopurity of 1,2-diphenylethane-1,2-diamine and N-Boccyclohexane-1,2-diamine

摘要

Practically simple three-component chiral derivatisation protocols for determining the enantiopurity of vicinal C-2-symmetric diamines by H-1 NMR spectroscopic analysis are described. This involves the treatment of 1,2-diphenylethane-1,2-diamine or N-Boccyclohexane-1,2-diamine with 2-formylphenylboronic acid and enantiopure BINOL, which afford mixtures of diastereoisomeric boronate esters whose ratio is an accurate reflection of the enantiopurity of the parent diamine. (C) 2008 Elsevier Ltd. All rights reserved.