Enantioselective organocatalytic epoxidation driven by electrochemically generated percarbonate and persulfate

Philip Bulman Page; Frank Marken; Craig Williamson; Yohan Chan; Benjamin R. Buckley; Donald Bethell

doi:10.1002/adsc.200800064

Enantioselective organocatalytic epoxidation driven by electrochemically generated percarbonate and persulfate

Philip Bulman Page, Frank Marken, Craig Williamson, Yohan Chan, Benjamin R. Buckley, Donald Bethell

Chemistry of Materials and Catalysis

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

57 Citations (Scopus)

Abstract

An organocatalytic asymmetric epoxidation reaction using iminium salt catalysts is described, in which the stoichiometric persulfate oxidant is generated electrochemically. This system offers comparable ees to the use of commercially available persulfate. Electrochemically generated percarbonate ion is also a successful and novel oxidant system for use with iminium salts.

Original language	English
Pages (from-to)	1149-1154
Number of pages	6
Journal	Advanced Synthesis & Catalysis
Volume	350
Issue number	7-8
DOIs	https://doi.org/10.1002/adsc.200800064
Publication status	Published - 5 May 2008

Keywords

catalysis
electrochemistry
epoxidation
Oxone
percarbonates
persulfates

Access to Document

10.1002/adsc.200800064

Cite this

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title = "Enantioselective organocatalytic epoxidation driven by electrochemically generated percarbonate and persulfate",

abstract = "An organocatalytic asymmetric epoxidation reaction using iminium salt catalysts is described, in which the stoichiometric persulfate oxidant is generated electrochemically. This system offers comparable ees to the use of commercially available persulfate. Electrochemically generated percarbonate ion is also a successful and novel oxidant system for use with iminium salts.",

keywords = "catalysis, electrochemistry, epoxidation, Oxone, percarbonates, persulfates",

author = "{Bulman Page}, Philip and Frank Marken and Craig Williamson and Yohan Chan and Buckley, {Benjamin R.} and Donald Bethell",

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volume = "350",

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journal = "Advanced Synthesis & Catalysis",

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AU - Bulman Page, Philip

AU - Marken, Frank

AU - Williamson, Craig

AU - Chan, Yohan

AU - Buckley, Benjamin R.

AU - Bethell, Donald

PY - 2008/5/5

Y1 - 2008/5/5

N2 - An organocatalytic asymmetric epoxidation reaction using iminium salt catalysts is described, in which the stoichiometric persulfate oxidant is generated electrochemically. This system offers comparable ees to the use of commercially available persulfate. Electrochemically generated percarbonate ion is also a successful and novel oxidant system for use with iminium salts.

AB - An organocatalytic asymmetric epoxidation reaction using iminium salt catalysts is described, in which the stoichiometric persulfate oxidant is generated electrochemically. This system offers comparable ees to the use of commercially available persulfate. Electrochemically generated percarbonate ion is also a successful and novel oxidant system for use with iminium salts.

KW - catalysis

KW - electrochemistry

KW - epoxidation

KW - Oxone

KW - percarbonates

KW - persulfates

U2 - 10.1002/adsc.200800064

DO - 10.1002/adsc.200800064

M3 - Article

VL - 350

SP - 1149

EP - 1154

JO - Advanced Synthesis & Catalysis

JF - Advanced Synthesis & Catalysis

SN - 1615-4150

IS - 7-8

ER -