New chiral iminium salt catalysts for asymmetric epoxidation

P. C. Bulman Page; B. R. Buckley; G. A. Rassias; A. J. Blacker

doi:10.1002/ejoc.200500756

New chiral iminium salt catalysts for asymmetric epoxidation

P. C. Bulman Page, B. R. Buckley, G. A. Rassias, A. J. Blacker

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

16 Citations (Scopus)

Abstract

A range of enantiomerically pure 4-substituted 5-amino-1,3dioxanes has been condensed with 2-(2-bromoethyl)benzaldehyde to produce chiral dihydroisoquinolinium salts, which are effective asymmetric catalysts for the epoxidation of simple alkenes, giving ees of up to 71 %. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006).

Original language	English
Pages (from-to)	803-813
Number of pages	11
Journal	European Journal of Organic Chemistry
Volume	2006
Issue number	3
Early online date	21 Nov 2005
DOIs	https://doi.org/10.1002/ejoc.200500756
Publication status	Published - Feb 2006

Keywords

Iminium salt
Catalyst
Catalysis
Asymmetric epoxidation

Access to Document

10.1002/ejoc.200500756

Cite this

@article{695d49a42287450fbce2e0e5eed6c334,

title = "New chiral iminium salt catalysts for asymmetric epoxidation",

abstract = "A range of enantiomerically pure 4-substituted 5-amino-1,3dioxanes has been condensed with 2-(2-bromoethyl)benzaldehyde to produce chiral dihydroisoquinolinium salts, which are effective asymmetric catalysts for the epoxidation of simple alkenes, giving ees of up to 71 %. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006).",

keywords = "Iminium salt, Catalyst, Catalysis, Asymmetric epoxidation",

author = "{Bulman Page}, {P. C.} and Buckley, {B. R.} and Rassias, {G. A.} and Blacker, {A. J.}",

year = "2006",

month = feb,

doi = "10.1002/ejoc.200500756",

language = "English",

volume = "2006",

pages = "803--813",

journal = "European Journal of Organic Chemistry",

issn = "1434-193X",

publisher = "Wiley",

number = "3",

}

TY - JOUR

T1 - New chiral iminium salt catalysts for asymmetric epoxidation

AU - Bulman Page, P. C.

AU - Buckley, B. R.

AU - Rassias, G. A.

AU - Blacker, A. J.

PY - 2006/2

Y1 - 2006/2

N2 - A range of enantiomerically pure 4-substituted 5-amino-1,3dioxanes has been condensed with 2-(2-bromoethyl)benzaldehyde to produce chiral dihydroisoquinolinium salts, which are effective asymmetric catalysts for the epoxidation of simple alkenes, giving ees of up to 71 %. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006).

AB - A range of enantiomerically pure 4-substituted 5-amino-1,3dioxanes has been condensed with 2-(2-bromoethyl)benzaldehyde to produce chiral dihydroisoquinolinium salts, which are effective asymmetric catalysts for the epoxidation of simple alkenes, giving ees of up to 71 %. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006).

KW - Iminium salt

KW - Catalyst

KW - Catalysis

KW - Asymmetric epoxidation

U2 - 10.1002/ejoc.200500756

DO - 10.1002/ejoc.200500756

M3 - Article

SN - 1434-193X

VL - 2006

SP - 803

EP - 813

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 3

ER -