Organocatalysis of asymmetric epoxidation by iminium salts using sodium hypochlorite as the stoichiometric oxidant

Philip Bulman Page, Phillip Parker, Benjamin R. Buckley, Gerasimos A. Rassias, Donald Bethell

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25 Citations (Scopus)

Abstract

Iminium salts can provide high selectivity and high efficiency when used as organocatalysts for asymmetric epoxidation. For this purpose, they are normally used in conjunction with Oxone as the stoichiometric oxidant. Oxone, however, has limited stability, is insoluble in most organic solvents, is atom-inefficient, and produces considerable inorganic residue as the by-product of oxidation. In this paper we report for the first time the development of a reaction system driven by sodium hypochlorite as the stoichiometric oxidant.
Original languageEnglish
Pages (from-to)2910-2915
Number of pages6
JournalTetrahedron
Volume65
Issue number15
DOIs
Publication statusPublished - 11 Feb 2009

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