Tetrahedron: Asymmetry

Towards phase-transfer catalysts with a chiral anion: inducing asymmetry in the reactions of cations

C Carter, S Fletcher, A Nelson

Index: Carter, Christabel; Fletcher, Sarah; Nelson, Adam Tetrahedron Asymmetry, 2003 , vol. 14, # 14 p. 1995 - 2004

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Citation Number: 62

Abstract

The ability of chiral anions, for example bis [1, 1′-bi-2-naphtholato] borate, to induce asymmetry in the reactions of prochiral cations was investigated. Ion-pairing of a borate anion with an aziridinium ion was demonstrated by NMR spectroscopy. The addition of N- methyl indole to an iminium ion (benzylidenedimethylammonium) and the ring-opening of an aziridinium ion (1, 2-diphenyl-3-azonia-spiro [2.4] heptane) with benzylamine were ...