Non-linear effects operate and dynamic ligand exchange occurs when chiral BINOL-boron Lewis acids are used for asymmetric catalysis

J P Cros, Y Perez-Fuertes, M J Thatcher, S Arimori, S D Bull, T D James

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

Non-linear effects reveal that the use of chiral BINOL-boron reagents for aza-Diels-Alder reactions results in an enantioselective catalytic species containing at least 2 equiv. of BINOL. Dynamic ligand exchange and ligand accelerated catalysis occurs in these reactions, consistent with the formation of a cyclic borate ester of BINOL with enhanced Lewis acidity. (C) 2003 Elsevier Science Ltd. All rights reserved.
Original languageEnglish
Pages (from-to)1965-1968
Number of pages4
JournalTetrahedron: Asymmetry
Volume14
Issue number14
DOIs
Publication statusPublished - 2003

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