Efficient regio- and stereoselective access to novel fluorinated β-aminocyclohexanecarboxylates
Kiss, L., Nonn, M., Sillanpää, R., Fustero, S., & Fülöp, F. (2013). Efficient regio- and stereoselective access to novel fluorinated β-aminocyclohexanecarboxylates. Beilstein Journal of Organic Chemistry, 9, 1164-1169. https://doi.org/10.3762/bjoc.9.130
Published inBeilstein Journal of Organic Chemistry
A regio- and stereoselective method has been developed for the synthesis of novel fluorinated 2-aminocyclohexanecarboxylic acid derivatives with the fluorine attached to position 4 of the ring. The synthesis starts from either cis- or trans-β-aminocyclohex-4-enecarboxylic acids and involves regio- and stereoselective transformation of the ring C–C double bond through iodooxazine formation and hydroxylation, followed by hydroxy–fluorine or oxo–fluorine exchange.
PublisherBeilstein - Institut zur Foerderung der Chemischen Wissenschaften
Publication in research information system
MetadataShow full item record
Showing items with similar title or keywords.
Fluorine-containing functionalized cyclopentene scaffolds through ring contraction and deoxofluorination of various substituted cyclohexenes Remete, Attila Márió; Nonn, Melinda; Fustero, Santos; Haukka, Matti; Fülöp, Ferenc; Kiss, Lorand (Wiley-VCH, 2018)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 ...
Fluorination of some highly functionalized cycloalkanes: chemoselectivity and substrate dependence Remete, Attila Márió; Nonn, Melinda; Fustero, Santos; Haukka, Matti; Fülöp, Ferenc; Kiss, Loránd (Beilstein-Institut, 2017)A study exploring the chemical behavior of some dihydroxylated β-amino ester stereo- and regioisomers, derived from unsaturated cyclic β-amino acids is described. The nucleophilic fluorinations involving hydroxy–fluorine ...
Ouchakour, Lamiaa; Ábrahámi, Renáta A.; Forró, Enikő; Haukka, Matti; Fülöp, Ferenc; Kiss, Lorand (Wiley, 2019)An efficient synthetic approach for the construction of fluorine‐containing piperidine γ‐amino acid derivatives has been developed. The synthetic concept was based on oxidative ring opening of an unsaturated bicyclic ...
Pd/C-Catalyzed Hydrosilylation of Enals and Enones with Triethylsilane: Conformer Populations Control the Stereoselectivity Tuokko, Sakari; Honkala, Karoliina; Pihko, Petri (American Chemical Society, 2017)The palladium-on-charcoal-catalyzed chemo-, regio-, and stereoselective 1,4-hydrosilylation and transfer hydrogenation reactions of α,β-unsaturated aldehydes and ketones with triethylsilane have been investigated with a ...
Dioxidomolybdenum(VI) and -tungsten(VI) Complexes with Tripodal Amino Bisphenolate Ligands as Epoxidation and Oxo-transfer Catalysts Hossain, Md. Kamal; Schachner, Jörg A.; Haukka, Matti; Lehtonen, Ari; Mösch-Zanetti, Nadia C.; Nordlander, Ebbe (Elsevier Ltd., 2017)The molybdenum(VI) and tungsten(VI) complexes [MO2(L)] (M = Mo (1), W (2), H2L = bis(2-hydroxy-3,5-di-tert-butybenzyl)morpholinylethylamine) were synthesized and the complexes were used to catalyze oxotransfer reactions, ...