000056798 001__ 56798
000056798 005__ 20200221144253.0
000056798 0247_ $$2doi$$a10.3390/molecules21091140
000056798 0248_ $$2sideral$$a96355
000056798 037__ $$aART-2016-96355
000056798 041__ $$aeng
000056798 100__ $$aOrdóñez, M.
000056798 245__ $$aPractical and efficient synthesis of a-Aminophosphonic acids containing 1, 2, 3, 4-Tetrahydroquinoline or 1, 2, 3, 4-Tetrahydroisoquinoline heterocycles
000056798 260__ $$c2016
000056798 5060_ $$aAccess copy available to the general public$$fUnrestricted
000056798 5203_ $$aWe report here a practical and efficient synthesis of a-aminophosphonic acid incorporated into 1, 2, 3, 4-tetrahydroquinoline and 1, 2, 3, 4-tetrahydroisoquinoline heterocycles, which could be considered to be conformationally constrained analogues of pipecolic acid. The principal contribution of this synthesis is the introduction of the phosphonate group in the N-acyliminium ion intermediates, obtained from activation of the quinoline and isoquinoline heterocycles or from the appropriate ä-lactam with benzyl chloroformate. Finally, the hydrolysis of phosphonate moiety with simultaneous cleavage of the carbamate afforded the target compounds.
000056798 536__ $$9info:eu-repo/grantAgreement/ES/MINECO-FEDER/CTQ2013-40855-R$$9info:eu-repo/grantAgreement/ES/DGA/E40
000056798 540__ $$9info:eu-repo/semantics/openAccess$$aby$$uhttp://creativecommons.org/licenses/by/3.0/es/
000056798 590__ $$a2.861$$b2016
000056798 591__ $$aCHEMISTRY, ORGANIC$$b17 / 59 = 0.288$$c2016$$dQ2$$eT1
000056798 592__ $$a0.824$$b2016
000056798 593__ $$aAnalytical Chemistry$$c2016$$dQ1
000056798 593__ $$aPharmaceutical Science$$c2016$$dQ1
000056798 593__ $$aChemistry (miscellaneous)$$c2016$$dQ1
000056798 593__ $$aOrganic Chemistry$$c2016$$dQ2
000056798 593__ $$aPhysical and Theoretical Chemistry$$c2016$$dQ2
000056798 593__ $$aDrug Discovery$$c2016$$dQ2
000056798 593__ $$aMedicine (miscellaneous)$$c2016$$dQ2
000056798 593__ $$aMolecular Medicine$$c2016$$dQ3
000056798 655_4 $$ainfo:eu-repo/semantics/article$$vinfo:eu-repo/semantics/publishedVersion
000056798 700__ $$aArizpe, A.
000056798 700__ $$0(orcid)0000-0001-5652-5170$$aSayago, F.J.$$uUniversidad de Zaragoza
000056798 700__ $$0(orcid)0000-0001-8057-4861$$aJiménez, A.I.$$uUniversidad de Zaragoza
000056798 700__ $$0(orcid)0000-0003-3222-0828$$aCativiela, C.$$uUniversidad de Zaragoza
000056798 7102_ $$12013$$2765$$aUniversidad de Zaragoza$$bDpto. Química Orgánica$$cÁrea Química Orgánica
000056798 773__ $$g21, 9 (2016), [14 pp]$$pMolecules$$tMolecules$$x1420-3049
000056798 8564_ $$s1309210$$uhttps://zaguan.unizar.es/record/56798/files/texto_completo.pdf$$yVersión publicada
000056798 8564_ $$s106743$$uhttps://zaguan.unizar.es/record/56798/files/texto_completo.jpg?subformat=icon$$xicon$$yVersión publicada
000056798 909CO $$ooai:zaguan.unizar.es:56798$$particulos$$pdriver
000056798 951__ $$a2020-02-21-13:28:50
000056798 980__ $$aARTICLE