Search results for "Azepane"
showing 6 items of 6 documents
Functionalized Dialdehydes as Promising Scaffolds for Access to Heterocycles and β-Amino Acids: Synthesis of Fluorinated Piperidine and Azepane Deriv…
2017
Functionalized dialdehydes are considered important substrates that can be transformed into various substituted heterocyclic, alicyclic, and polysubstituted compounds. Here, we report a robust stereocontrolled procedure for the synthesis of novel functionalized trifluoromethyl-containing piperidine and azepane derivatives, based on oxidative ring cleavage of the C=C bond of diversely substituted cycloalkenes, followed by reductive ring closure of the diformyl intermediates in the presence of fluorine-containing amines.
Diversity-Oriented Stereocontrolled Synthesis of Some Piperidine- and Azepane-Based Fluorine-Containing β-Amino Acid Derivatives
2020
AbstractStructural diversity-oriented synthesis of some azaheterocyclic β-amino acid derivatives has been accomplished by selective functionalization of readily available cyclodienes. The stereocontrolled synthetic concept was based on the oxidative ring cleavage of unsaturated cyclic β-amino acids derived from cycloalkadiene, followed by ring closing with double reductive amination, which furnished some conformationally restricted β-amino acid derivatives with a piperidine or azepane core.
Synthesis of fluorinated piperidine and azepane β-amino acid derivatives
2016
Abstract A convenient and robust stereocontrolled procedure has been developed for the synthesis of novel trifluoromethyl-containing piperidine and azepane β-amino ester stereoisomers. The synthesis started from readily available unsaturated bicyclic β-lactams and was based on oxidative cleavage of the ring C C double bond followed by ring closure of the diformyl intermediates in the presence of 2,2,2-trifluoroethylamine hydrochloride through reductive amination. The synthetic procedure has efficiently been extended towards the synthesis of mono- and difluorinated analogs.
CCDC 906039: Experimental Crystal Structure Determination
2013
Related Article: B.P.Waldron, D.Parker, C.Burchardt, D.S.Yufit, M.Zimny, F.Roesch|2013|Chem.Commun.|49|579|doi:10.1039/c2cc37544c
CCDC 782535: Experimental Crystal Structure Determination
2010
Related Article: K.Ejsmont, J.Boeglin, C.Didierjean, G.Guichard, C.Jelsch|2010|Acta Crystallogr.,Sect.C:Cryst.Struct.Commun.|66|o292|doi:10.1107/S0108270110016331
CCDC 906040: Experimental Crystal Structure Determination
2013
Related Article: B.P.Waldron, D.Parker, C.Burchardt, D.S.Yufit, M.Zimny, F.Roesch|2013|Chem.Commun.|49|579|doi:10.1039/c2cc37544c