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

A M Kelly, S D Bull, T D James

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

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.
Original languageEnglish
Pages (from-to)489-494
Number of pages6
JournalTetrahedron: Asymmetry
Volume19
Issue number4
DOIs
Publication statusPublished - 2008

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