Functionalized iminium salt systems for catalytic asymmetric epoxidation

PCB Page; GA Rassias; D Barros; A Ardakani; B Buckley; D Bethell; TAD Smith; Alexandra Martha Zoya Slawin

doi:10.1021/jo010258n

Functionalized iminium salt systems for catalytic asymmetric epoxidation

PCB Page, GA Rassias, D Barros, A Ardakani, B Buckley, D Bethell, TAD Smith, Alexandra Martha Zoya Slawin

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

Abstract

A range of dihydroisoquinolinium salts containing alcohol, ether, and acetal functionalities in the nitrogen substituent has been prepared and tested as asymmetric epoxidation catalysts, providing ee's of up to ca. 60%.

Original language	English
Pages (from-to)	6926-6931
Number of pages	6
Journal	The Journal of Organic Chemistry
Volume	66
DOIs	https://doi.org/10.1021/jo010258n
Publication status	Published - 19 Oct 2001

Keywords

HIGHLY ENANTIOSELECTIVE EPOXIDATION
CHIRAL OXAZIRIDINIUM SALT
UNFUNCTIONALIZED OLEFINS
SYNTHETIC ENZYMES
N-SULFONYLOXAZIRIDINES
EFFICIENT EPOXIDATION
ALKENE EPOXIDATION
HYDROGEN-PEROXIDE
TRIPHASE SYSTEM
OXYGEN-TRANSFER

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@article{cb640cfeeccc46eb83ba5968788282d4,

title = "Functionalized iminium salt systems for catalytic asymmetric epoxidation",

abstract = "A range of dihydroisoquinolinium salts containing alcohol, ether, and acetal functionalities in the nitrogen substituent has been prepared and tested as asymmetric epoxidation catalysts, providing ee's of up to ca. 60%.",

keywords = "HIGHLY ENANTIOSELECTIVE EPOXIDATION, CHIRAL OXAZIRIDINIUM SALT, UNFUNCTIONALIZED OLEFINS, SYNTHETIC ENZYMES, N-SULFONYLOXAZIRIDINES, EFFICIENT EPOXIDATION, ALKENE EPOXIDATION, HYDROGEN-PEROXIDE, TRIPHASE SYSTEM, OXYGEN-TRANSFER",

author = "PCB Page and GA Rassias and D Barros and A Ardakani and B Buckley and D Bethell and TAD Smith and Slawin, {Alexandra Martha Zoya}",

year = "2001",

month = oct,

day = "19",

doi = "10.1021/jo010258n",

language = "English",

volume = "66",

pages = "6926--6931",

journal = "The Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society (ACS)",

}

TY - JOUR

T1 - Functionalized iminium salt systems for catalytic asymmetric epoxidation

AU - Page, PCB

AU - Rassias, GA

AU - Barros, D

AU - Ardakani, A

AU - Buckley, B

AU - Bethell, D

AU - Smith, TAD

AU - Slawin, Alexandra Martha Zoya

PY - 2001/10/19

Y1 - 2001/10/19

N2 - A range of dihydroisoquinolinium salts containing alcohol, ether, and acetal functionalities in the nitrogen substituent has been prepared and tested as asymmetric epoxidation catalysts, providing ee's of up to ca. 60%.

AB - A range of dihydroisoquinolinium salts containing alcohol, ether, and acetal functionalities in the nitrogen substituent has been prepared and tested as asymmetric epoxidation catalysts, providing ee's of up to ca. 60%.

KW - HIGHLY ENANTIOSELECTIVE EPOXIDATION

KW - CHIRAL OXAZIRIDINIUM SALT

KW - UNFUNCTIONALIZED OLEFINS

KW - SYNTHETIC ENZYMES

KW - N-SULFONYLOXAZIRIDINES

KW - EFFICIENT EPOXIDATION

KW - ALKENE EPOXIDATION

KW - HYDROGEN-PEROXIDE

KW - TRIPHASE SYSTEM

KW - OXYGEN-TRANSFER

UR - http://www.scopus.com/inward/record.url?scp=0035913916&partnerID=8YFLogxK

U2 - 10.1021/jo010258n

DO - 10.1021/jo010258n

M3 - Article

SN - 0022-3263

VL - 66

SP - 6926

EP - 6931

JO - The Journal of Organic Chemistry

JF - The Journal of Organic Chemistry

ER -

Functionalized iminium salt systems for catalytic asymmetric epoxidation

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Keywords

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