Highly Regio- and Enantioselective Organocatalytic γ-Allylic Alkylation of Quinolines

Marta Meazza; Ramon Rios

doi:10.1002/adsc.202001213

Highly Regio- and Enantioselective Organocatalytic γ-Allylic Alkylation of Quinolines

Marta Meazza
, Ramon Rios

Chemistry

University of Southampton

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

5 Scopus citations

Abstract

We report the first synthesis of 2-alkenylquinolines from 2-allylquinolines and α,β-unsaturated aldehydes. The reaction proceeds in a highly regioselective and enantioselective way and shows a broad tolerance of functionalities both in the aromatic ring of the enal and on the quinoline. (Figure presented.).

Original language	British English
Pages (from-to)	1341-1345
Number of pages	5
Journal	Advanced Synthesis and Catalysis
Volume	363
Issue number	5
DOIs	https://doi.org/10.1002/adsc.202001213
State	Published - 2 Mar 2021

Keywords

asymmetric catalysis
enantioselective
organocatalysis
quinoline
regioselective

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10.1002/adsc.202001213

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title = "Highly Regio- and Enantioselective Organocatalytic γ-Allylic Alkylation of Quinolines",

abstract = "We report the first synthesis of 2-alkenylquinolines from 2-allylquinolines and α,β-unsaturated aldehydes. The reaction proceeds in a highly regioselective and enantioselective way and shows a broad tolerance of functionalities both in the aromatic ring of the enal and on the quinoline. (Figure presented.).",

keywords = "asymmetric catalysis, enantioselective, organocatalysis, quinoline, regioselective",

author = "Marta Meazza and Ramon Rios",

note = "Funding Information: M. M. and R. R. are grateful for EPSRC Core Capability Funding (EP/K039466/1). The authors are grateful for financial support from the European Union by the MULTY2HYCAT EU-Horizon 2020 funded project under grant agreement no. 720783. Funding Information: M. M. and R. R. are grateful for EPSRC Core Capability Funding (EP/K039466/1). The authors are grateful for financial support from the European Union by the MULTY2HYCAT EU‐Horizon 2020 funded project under grant agreement no. 720783. Publisher Copyright: {\textcopyright} 2021 Wiley-VCH GmbH",

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T1 - Highly Regio- and Enantioselective Organocatalytic γ-Allylic Alkylation of Quinolines

AU - Meazza, Marta

AU - Rios, Ramon

N1 - Funding Information: M. M. and R. R. are grateful for EPSRC Core Capability Funding (EP/K039466/1). The authors are grateful for financial support from the European Union by the MULTY2HYCAT EU-Horizon 2020 funded project under grant agreement no. 720783. Funding Information: M. M. and R. R. are grateful for EPSRC Core Capability Funding (EP/K039466/1). The authors are grateful for financial support from the European Union by the MULTY2HYCAT EU‐Horizon 2020 funded project under grant agreement no. 720783. Publisher Copyright: © 2021 Wiley-VCH GmbH

PY - 2021/3/2

Y1 - 2021/3/2

N2 - We report the first synthesis of 2-alkenylquinolines from 2-allylquinolines and α,β-unsaturated aldehydes. The reaction proceeds in a highly regioselective and enantioselective way and shows a broad tolerance of functionalities both in the aromatic ring of the enal and on the quinoline. (Figure presented.).

AB - We report the first synthesis of 2-alkenylquinolines from 2-allylquinolines and α,β-unsaturated aldehydes. The reaction proceeds in a highly regioselective and enantioselective way and shows a broad tolerance of functionalities both in the aromatic ring of the enal and on the quinoline. (Figure presented.).

KW - asymmetric catalysis

KW - enantioselective

KW - organocatalysis

KW - quinoline

KW - regioselective

UR - https://www.scopus.com/pages/publications/85099913686

U2 - 10.1002/adsc.202001213

DO - 10.1002/adsc.202001213

M3 - Article

AN - SCOPUS:85099913686

SN - 1615-4150

VL - 363

SP - 1341

EP - 1345

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 5

ER -

Highly Regio- and Enantioselective Organocatalytic γ-Allylic Alkylation of Quinolines

Abstract

Keywords

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