Highly regio- and enantioselective organocatalytic γ-allylic alkylation of quinolines

Meazza, Marta and Rios, Ramon (2021) Highly regio- and enantioselective organocatalytic γ-allylic alkylation of quinolines. Advanced Synthesis and Catalysis, 363 (5), 1341-1345. (doi:10.1002/adsc.202001213).

Record type: Article

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.).

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Allylation finala - Accepted Manuscript

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Accepted/In Press date: 7 December 2020

e-pub ahead of print date: 7 December 2020

Published date: 2 March 2021

Additional Information: 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

Keywords: asymmetric catalysis, enantioselective, organocatalysis, quinoline, regioselective