Fluorine-Containing Functionalized Cyclopentene Scaffolds Through Ring Contraction and Deoxofluorination of Various Substituted Cyclohexenes

被引：9

作者：

Remete, Attila Mario ^{[1
]}

Nonn, Melinda ^{[2
]}

Fustero, Santos ^{[3
]}

Haukka, Matti ^{[4
]}

Fulop, Ferenc ^{[1
,2
]}

Kiss, Lorand ^{[1
]}

机构：

[1] Univ Szeged, Inst Pharmaceut Chem, Eotvos 6, H-6720 Szeged, Hungary

[2] Hungarian Acad Sci, MTA SZTE Stereochem Res Grp, Eotvos U 6, H-6720 Szeged, Hungary

[3] Univ Valencia, Fac Farm, Dept Quim Organ, Av Vicente Andres Estelles S-N, Valencia 46100, Spain

[4] Univ Jyvaskyla, Dept Chem, Jyvaskyla 40014, Finland

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 2018卷 / 27-28期

关键词：

Fluorine; Ring contraction; Aldol reactions; Diastereoselectivity; Amino acids; Carbocycles; ENANTIOSELECTIVE SYNTHESIS; ALDOL REACTIONS; AMINO-ACIDS; DIALDEHYDES; DERIVATIVES; INHIBITORS;

D O I：

10.1002/ejoc.201800057

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：3735 / 3742

页数：8

共 10 条

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Siry, Sergiy A.
Timoshenko, Vadim M.
Schermolovich, Yuriy G.
JOURNAL OF FLUORINE CHEMISTRY, 2016, 181 : 17 - 21
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RUSSIAN CHEMICAL BULLETIN, 2002, 51 (06) : 1028 - 1030
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Remete, Attila Mario
Kiss, Lorand
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 2019 (33) : 5574 - 5602
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Miyashita, Yutaro
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BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2024, 20 : 2421 - 2433
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[7] Rhodium-catalyzed [2+2+2] cycloaddition of various fluorine-containing alkynes-novel synthesis of multi-substituted fluoroalkylated aromatic compounds
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[8] A CONVENIENT SYNTHESIS OF FLUORINE-CONTAINING HIGHLY-SUBSTITUTED FURANS THROUGH NEW FLUORIDE ION-CATALYZED REACTION OF 1-ALKYL-F-1-ALKENYL PHOSPHATES
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CHEMISTRY LETTERS, 1987, (08) : 1621 - 1622
[9] Fluorine-containing 1,10-phenanthrolines synthesis: an original and efficient approach by the pyridine-ring formation reaction of N-propargyl-5,7-bis(trifluoroacetyl)-8-quinolylamine with various nucleophiles
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[10] A Facile Synthetic Method for Fluorine-Containing 1,7-Phenanthrolines: Pyridine-Ring Formation Reaction of N-Propargyl-6,8-bis(trifluoroacetyl)-quinolin-5-amine with Various Nucleophiles
Shibata, Dai
Okada, Etsuji
Hinoshita, Mamoru
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