Iminium salt-catalysed asymmetric epoxidation using hydrogen peroxide as stoichiometric oxidant

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

doi:10.1002/adsc.200800303

Iminium salt-catalysed asymmetric epoxidation using hydrogen peroxide as stoichiometric oxidant

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

Chemistry of Materials and Catalysis

Research output: Contribution to journal › Article › peer-review

32 Citations (Scopus)

Abstract

Iminium salt organocatalysts can provide high selectivity and high efficiency in catalytic asymmetric epoxidation. They are normally used in conjunction with Oxone as the stoichiometric oxidant. Oxone, however, has limited stability and is insoluble in most organic solvents; we report here for the first time the development of a reaction system driven by hydrogen peroxide as the stoichiometric oxidant, involving an unusual double catalytic cycle.

Original language	English
Pages (from-to)	1867-1874
Number of pages	8
Journal	Advanced Synthesis & Catalysis
Volume	350
Issue number	11-12
DOIs	https://doi.org/10.1002/adsc.200800303
Publication status	Published - 24 Jul 2008

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10.1002/adsc.200800303

Cite this

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title = "Iminium salt-catalysed asymmetric epoxidation using hydrogen peroxide as stoichiometric oxidant",

abstract = "Iminium salt organocatalysts can provide high selectivity and high efficiency in catalytic asymmetric epoxidation. They are normally used in conjunction with Oxone as the stoichiometric oxidant. Oxone, however, has limited stability and is insoluble in most organic solvents; we report here for the first time the development of a reaction system driven by hydrogen peroxide as the stoichiometric oxidant, involving an unusual double catalytic cycle.",

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AU - Bulman Page, Philip

AU - Parker, Phillip

AU - Rassias, Gerasimos A.

AU - Buckley, Benjamin R.

AU - Bethell, Donald

PY - 2008/7/24

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N2 - Iminium salt organocatalysts can provide high selectivity and high efficiency in catalytic asymmetric epoxidation. They are normally used in conjunction with Oxone as the stoichiometric oxidant. Oxone, however, has limited stability and is insoluble in most organic solvents; we report here for the first time the development of a reaction system driven by hydrogen peroxide as the stoichiometric oxidant, involving an unusual double catalytic cycle.

AB - Iminium salt organocatalysts can provide high selectivity and high efficiency in catalytic asymmetric epoxidation. They are normally used in conjunction with Oxone as the stoichiometric oxidant. Oxone, however, has limited stability and is insoluble in most organic solvents; we report here for the first time the development of a reaction system driven by hydrogen peroxide as the stoichiometric oxidant, involving an unusual double catalytic cycle.

U2 - 10.1002/adsc.200800303

DO - 10.1002/adsc.200800303

M3 - Article

VL - 350

SP - 1867

EP - 1874

JO - Advanced Synthesis & Catalysis

JF - Advanced Synthesis & Catalysis

SN - 1615-4150

IS - 11-12

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