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Fluorine-containing functionalized cyclopentene scaffolds through ring contraction and deoxofluorination of various substituted cyclohexenes

Remete, Attila Márió and Nonn, Melinda and Fustero, Santos and Haukka, Matti and Fülöp, Ferenc and Kiss, Loránd (2018) Fluorine-containing functionalized cyclopentene scaffolds through ring contraction and deoxofluorination of various substituted cyclohexenes. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018 (27-28). pp. 3735-3742. ISSN 1434-193X

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Abstract

The fluorination of some highly-functionalized cyclopentene derivatives, obtained from various substituted cyclohexenes through a ring-opening/ring-contraction procedure, has been investigated. The transformations were found to be highly substrate dependent, and led to the formation of various functionalized alicyclic compounds or heterocycles containing allyl difluoride or vinyl fluoride moieties.

Item Type: Article
Additional Information: Institute of Pharmaceutical Chemistry, University of Szeged, Eötvös u. 6, Szeged, 6720, Hungary MTA-SZTE Stereochemistry Research Group, Hungarian Academy of Sciences, Eötvös u. 6, Szeged, 6720, Hungary Departamento de Química Orgánica, Facultad de Farmàcia, Universidad de Valencia, Av. Vicente Andrés Estellés, s/n, Valencia, 46100, Spain Department of Chemistry, University of Jyväskylä, Jyväskylä, 40014, Finland Cited By :2 Export Date: 7 December 2018 CODEN: EJOCF Correspondence Address: Fülöp, F.; Institute of Pharmaceutical Chemistry, University of Szeged, Eötvös u. 6, Hungary; email: fulop@pharm.u-szeged.hu Funding Agency and Grant Number: Hungarian Research Foundation (NKFIH) [K 115731, K 119282]; EU [GINOP-2.3.2-15-2016-00014, EFOP-3.6.1-16-2016-00008] Funding text: We are grateful to the Hungarian Research Foundation (NKFIH; grant Nos. K 115731 and K 119282) for financial support. Financial support through EU-funded Hungarian grants (GINOP-2.3.2-15-2016-00014 and EFOP-3.6.1-16-2016-00008) is also acknowledged.
Uncontrolled Keywords: amino acids; diastereoselectivity; fluorine; carbocycles; ALDOL REACTIONS; Ring contraction;
Subjects: Q Science / természettudomány > QD Chemistry / kémia
SWORD Depositor: MTMT SWORD
Depositing User: MTMT SWORD
Date Deposited: 10 Sep 2019 14:01
Last Modified: 10 Sep 2019 14:01
URI: http://real.mtak.hu/id/eprint/98992

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