Artículo
Synthesis of Organotin Substituted Tricyclic Macrodiolides
Fecha de publicación:
10/2015
Editorial:
Sociedade Brasileira de Química
Revista:
Journal Of The Brazilian Chemical Society
ISSN:
0103-5053
e-ISSN:
1678-4790
Idioma:
Inglés
Tipo de recurso:
Artículo publicado
Clasificación temática:
Resumen
The radical addition of triorganotin hydrides, R3SnH (R=n-butyl, phenyl, neophyltin), to four unsaturated diesters of (11R,12R)-9,10-dihydro-9,10-ethaneanthracene-11,12-dimethanol leads to products of cyclohydrostannation with an average yield of around 80%. Whereas the addition of these hydrides to diacrylate and dimethacrylate leads to the expected mixtures containing two and four distereoisomeric cyclized products respectively, the addition to di-2-methyl- and di-2-phenylcinnamate yields only four out of the sixteen possible stereoisomers. The observed high stereoselectivity is consistent with a radical tandem cyclohydrostannation mechanism. Full proton (1H), carbon 13 (13C) and tin 119 (119Sn) nuclear magnetic resonance (NMR) data are given.
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Articulos(CCT - BAHIA BLANCA)
Articulos de CTRO.CIENTIFICO TECNOL.CONICET - BAHIA BLANCA
Articulos de CTRO.CIENTIFICO TECNOL.CONICET - BAHIA BLANCA
Articulos(INQUISUR)
Articulos de INST.DE QUIMICA DEL SUR
Articulos de INST.DE QUIMICA DEL SUR
Citación
Zacconi, Flavia C.; Ocampo, Romina Andrea; Podestá, Julio Cesar; Koll, Liliana Cristina; Synthesis of Organotin Substituted Tricyclic Macrodiolides; Sociedade Brasileira de Química; Journal Of The Brazilian Chemical Society; 27; 3; 10-2015; 484-492
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