Novel biphenyl organocatalysts for iminium ion-catalyzed asymmetric epoxidation

Mohamed M. Farah; Philip Bulman Page; Benjamin R. Buckley; A. John Blacker; Mark R.J. Elsegood

doi:10.1016/j.tet.2012.10.076

Novel biphenyl organocatalysts for iminium ion-catalyzed asymmetric epoxidation

Mohamed M. Farah, Philip Bulman Page, Benjamin R. Buckley, A. John Blacker, Mark R.J. Elsegood

Chemistry of Materials and Catalysis

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

15 Citations (Scopus)

Abstract

Two novel chiral biphenyl iminium salts derived from l-acetonamine, containing electron-withdrawing 3,3'-substituents on the biphenyl unit, have been prepared and tested as asymmetric catalysts for epoxidation of prochiral alkenes. The results are compared with those achieved using the corresponding unsubstituted system.

Original language	English
Pages (from-to)	758-769
Number of pages	12
Journal	Tetrahedron
Volume	69
Issue number	2
DOIs	https://doi.org/10.1016/j.tet.2012.10.076
Publication status	Published - 2013

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10.1016/j.tet.2012.10.076

Cite this

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title = "Novel biphenyl organocatalysts for iminium ion-catalyzed asymmetric epoxidation",

abstract = "Two novel chiral biphenyl iminium salts derived from l-acetonamine, containing electron-withdrawing 3,3'-substituents on the biphenyl unit, have been prepared and tested as asymmetric catalysts for epoxidation of prochiral alkenes. The results are compared with those achieved using the corresponding unsubstituted system.",

author = "Farah, {Mohamed M.} and {Bulman Page}, Philip and Buckley, {Benjamin R.} and Blacker, {A. John} and Elsegood, {Mark R.J.}",

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journal = "Tetrahedron",

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publisher = "Elsevier",

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T1 - Novel biphenyl organocatalysts for iminium ion-catalyzed asymmetric epoxidation

AU - Farah, Mohamed M.

AU - Bulman Page, Philip

AU - Buckley, Benjamin R.

AU - Blacker, A. John

AU - Elsegood, Mark R.J.

PY - 2013

Y1 - 2013

N2 - Two novel chiral biphenyl iminium salts derived from l-acetonamine, containing electron-withdrawing 3,3'-substituents on the biphenyl unit, have been prepared and tested as asymmetric catalysts for epoxidation of prochiral alkenes. The results are compared with those achieved using the corresponding unsubstituted system.

AB - Two novel chiral biphenyl iminium salts derived from l-acetonamine, containing electron-withdrawing 3,3'-substituents on the biphenyl unit, have been prepared and tested as asymmetric catalysts for epoxidation of prochiral alkenes. The results are compared with those achieved using the corresponding unsubstituted system.

U2 - 10.1016/j.tet.2012.10.076

DO - 10.1016/j.tet.2012.10.076

M3 - Article

VL - 69

SP - 758

EP - 769

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 2

ER -