1,3-dipolar cycloadditions of the versatile intermediate tetraethyl vinylidenebisphosphonate

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The use of tetraethyl vinylidenebisphosphonate as a dipolarophile in 1,3-dipolar cycloaddition reactions was investigated. In particular, the cycloaddition reactions between tetraethyl vinylidenebisphosphonate and azides and nitrile oxides, and of tetraethyl vinylidenebisphosphonate in the Grigg azo...

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Detalles Bibliográficos
Autor principal: Ferrer-Casal, M.
Otros Autores: Barboza, A.P, Szajnman, S.H, Rodriguez, J.B
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: 2013
Acceso en línea:Registro en Scopus
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Biblioteca Central Dr. Luis F. Leloir (FCEN) de Universidad de Buenos Aires
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100 1 |a Ferrer-Casal, M. 
245 1 0 |a 1,3-dipolar cycloadditions of the versatile intermediate tetraethyl vinylidenebisphosphonate 
260 |c 2013 
270 1 0 |m Szajnman, S.H.; Departamento de Química Orgánica, UMYMFOR, Universidad de Buenos Aires, Pabellón 2, C1428EHA Buenos Aires, Argentina; email: shs@qo.fcen.uba.ar 
506 |2 openaire  |e Política editorial 
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520 3 |a The use of tetraethyl vinylidenebisphosphonate as a dipolarophile in 1,3-dipolar cycloaddition reactions was investigated. In particular, the cycloaddition reactions between tetraethyl vinylidenebisphosphonate and azides and nitrile oxides, and of tetraethyl vinylidenebisphosphonate in the Grigg azomethine 1,3-dipolar cyclization were studied, affording highly functionalized five-membered rings containing the bisphosphonic unit. These straightforward methods allow the preparation of diverse and fairly complex structures bearing the bisphosphonate moiety, which belong to a group of pharmacologically important compounds. © 2013 Georg Thieme Verlag Stuttgart New York.  |l eng 
593 |a Departamento de Química Orgánica, UMYMFOR, Universidad de Buenos Aires, Pabellón 2, C1428EHA Buenos Aires, Argentina 
690 1 0 |a 1,3-DIPOLAR CYCLOADDITIONS 
690 1 0 |a AZIDES 
690 1 0 |a BISPHOSPHONATES 
690 1 0 |a GRIGG AZOMETHINE YLIDES 
690 1 0 |a NITRILE OXIDES 
690 1 0 |a 1 ,3-DIPOLAR CYCLOADDITIONS 
690 1 0 |a AZIDES 
690 1 0 |a AZOMETHINE YLIDES 
690 1 0 |a BISPHOSPHONATES 
690 1 0 |a NITRILE OXIDES 
690 1 0 |a NITROGEN COMPOUNDS 
690 1 0 |a NITROGEN OXIDES 
690 1 0 |a CYCLOADDITION 
690 1 0 |a AZIDE 
690 1 0 |a BISPHOSPHONIC ACID DERIVATIVE 
690 1 0 |a DIETHYL 4,4 BIS(DIETHOXYPHOSPHORYL) 5 (4 METHOXYPHENYL)PYRROLIDINE 2,2 DICARBOXYLATE 
690 1 0 |a DIETHYL 4,4 BIS(DIETHOXYPHOSPHORYL) 5 PENTYLPYRROLIDINE 2,2 DICARBOXYLATE 
690 1 0 |a DIETHYL 4,4 BIS(DIETHOXYPHOSPHORYL) 5 PHENYLPYRROLIDINE 2,2 DICARBOXYLATE 
690 1 0 |a ETHYL 4,4 BIS(DIETHOXYPHOSPHORYL) 2 NITROBUTANOATE 
690 1 0 |a NITRILE OXIDE 
690 1 0 |a OCTAETHYL (3 NITROPENTANE 1,1,5,5 TETRAYL)TETRAKIS(PHOSPHONATE) 
690 1 0 |a TETRAETHYL VINYLIDENEBISPHOSPHONATE 
690 1 0 |a TETRAETHYL(1 BENZYL 4,5 DIHYDRO 1H 1,2,3 TRIAZOLE 4,4 DIYL)BISPHOSPHONATE 
690 1 0 |a TETRAETHYL(3 METHYL 4,5 DIHYDROISOXAZOLE 5,5 DIYL)BISPHOSPHONATE 
690 1 0 |a TETRAETHYL(3 NITROBUTANE 1,1 DIYL)BISPHOSPHONATE 
690 1 0 |a TETRAETHYL(3 PENTYL 4,5 DIHYDROISOXAZOLE 5,5 DIYL)BISPHOSPHONATE 
690 1 0 |a TETRAETHYL(3 PHENYL 4,5 DIHYDROISOXAZOLE 5,5 DIYL)BISPHOSPHONATE 
690 1 0 |a TETRAETHYL[1 [2 (4 PHENOXYPHENOXY)ETHYL] 4,5 DIHYDRO 1H 1,2,3 TRIAZOLE 4,4 DIYL]BISPHOSPHONATE 
690 1 0 |a TETRAETHYL[1 [2,2 BIS(DIETHOXYPHOSPHORYL)ETHYL] 4,5 DIHYDRO 1H 1,2,3 TRIAZOLE 4,4 DIYL]BISPHOSPHONATE 
690 1 0 |a TETRAETHYL[2 (1H BENZO[D][1,2,3]TRIAZOL 1 YL)ETHANE 1,1 DIYL]BISPHOSPHONATE 
690 1 0 |a TETRAETHYL[3 (4 METHOXYPHENYL) 4,5 DIHYDROISOXAZOLE 5,5 DIYL]BISPHOSPHONATE 
690 1 0 |a UNCLASSIFIED DRUG 
690 1 0 |a ARTICLE 
690 1 0 |a CARBON NUCLEAR MAGNETIC RESONANCE 
690 1 0 |a COMPLEX FORMATION 
690 1 0 |a CYCLOADDITION 
690 1 0 |a DIELS ALDER REACTION 
690 1 0 |a DRUG STRUCTURE 
690 1 0 |a PROTON NUCLEAR MAGNETIC RESONANCE 
700 1 |a Barboza, A.P. 
700 1 |a Szajnman, S.H. 
700 1 |a Rodriguez, J.B. 
773 0 |d 2013  |g v. 45  |h pp. 2397-2404  |k n. 17  |p Synthesis  |x 00397881  |w (AR-BaUEN)CENRE-27  |t Synthesis (Germany) 
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856 4 0 |u https://doi.org/10.1055/s-0033-1338498  |y DOI 
856 4 0 |u https://hdl.handle.net/20.500.12110/paper_00397881_v45_n17_p2397_FerrerCasal  |y Handle 
856 4 0 |u https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00397881_v45_n17_p2397_FerrerCasal  |y Registro en la Biblioteca Digital 
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