Ring-Opening Intramolecular Arylation of 1,2-Disubtituted Epoxides with Tuneable Stereoselectivity

Cong Cong Zhao; Chaoren Shen; Bin Wang; Liangce Rong; Kaiwu Dong

doi:10.1002/ejoc.202301271

Ring-Opening Intramolecular Arylation of 1,2-Disubtituted Epoxides with Tuneable Stereoselectivity

Cong Cong Zhao
, Chaoren Shen
, Bin Wang
, Liangce Rong^*
, Kaiwu Dong^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

Jiangsu Normal University
East China Normal University

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

1 Scopus citations

Abstract

A method of stereodivergent intramolecular ring-opening arylation of amine-tethered epoxides to 3,4-disubstituted tetrahydroquinolines has been developed. The tuneable good stereoselectivity was attained by changing the catalyst from titanocene(III) catalyst to Lewis-acidic zinc catalyst.

Original language	English
Article number	e202301271
Journal	European Journal of Organic Chemistry
Volume	27
Issue number	9
DOIs	https://doi.org/10.1002/ejoc.202301271
State	Published - 1 Mar 2024

Keywords

Lewis acid
arylation
epoxide
stereoselectivity
titanocene

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title = "Ring-Opening Intramolecular Arylation of 1,2-Disubtituted Epoxides with Tuneable Stereoselectivity",

abstract = "A method of stereodivergent intramolecular ring-opening arylation of amine-tethered epoxides to 3,4-disubstituted tetrahydroquinolines has been developed. The tuneable good stereoselectivity was attained by changing the catalyst from titanocene(III) catalyst to Lewis-acidic zinc catalyst.",

keywords = "Lewis acid, arylation, epoxide, stereoselectivity, titanocene",

author = "Zhao, \{Cong Cong\} and Chaoren Shen and Bin Wang and Liangce Rong and Kaiwu Dong",

note = "Publisher Copyright: {\textcopyright} 2024 Wiley-VCH GmbH.",

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doi = "10.1002/ejoc.202301271",

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journal = "European Journal of Organic Chemistry",

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T1 - Ring-Opening Intramolecular Arylation of 1,2-Disubtituted Epoxides with Tuneable Stereoselectivity

AU - Zhao, Cong Cong

AU - Shen, Chaoren

AU - Wang, Bin

AU - Rong, Liangce

AU - Dong, Kaiwu

PY - 2024/3/1

Y1 - 2024/3/1

N2 - A method of stereodivergent intramolecular ring-opening arylation of amine-tethered epoxides to 3,4-disubstituted tetrahydroquinolines has been developed. The tuneable good stereoselectivity was attained by changing the catalyst from titanocene(III) catalyst to Lewis-acidic zinc catalyst.

AB - A method of stereodivergent intramolecular ring-opening arylation of amine-tethered epoxides to 3,4-disubstituted tetrahydroquinolines has been developed. The tuneable good stereoselectivity was attained by changing the catalyst from titanocene(III) catalyst to Lewis-acidic zinc catalyst.

KW - Lewis acid

KW - arylation

KW - epoxide

KW - stereoselectivity

KW - titanocene

UR - https://www.scopus.com/pages/publications/85185479682

U2 - 10.1002/ejoc.202301271

DO - 10.1002/ejoc.202301271

M3 - 文章

AN - SCOPUS:85185479682

SN - 1434-193X

VL - 27

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 9

M1 - e202301271

ER -

Ring-Opening Intramolecular Arylation of 1,2-Disubtituted Epoxides with Tuneable Stereoselectivity

Abstract

Keywords

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