Synthesis, Stereoselective Reactions, and Reactivity of 9-Triptycyldimethyltin Hydride

The synthesis of the new compounds 9-triptycyldimethyltin bromide (2) and 9-triptycyldimethyltin hydride (3) and some of their physical properties are described. The radical addition of 3 to methyl (E)-2,3-diphenylpropenoate gave the threo adducts as the only products. The results obtained in the addition of hydride 3 to mono- and disubstituted alkynes under radical and palladium-catalyzed conditions indicate that these reactions take place with high stereoselectivity. The chemical reactivity of these vinylstannanes is similar to that of vinyltriorganostannanes containing smaller organic ligands. Full 1H, 13C, and 119Sn NMR characteristics are included.

Palabras clave: 9-Triptycyldimethyltin Hydride , Stereoselective Reactions

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Excepto donde se diga explícitamente, este item se publica bajo la siguiente descripción: Creative Commons Attribution-NonCommercial-ShareAlike 2.5 Unported (CC BY-NC-SA 2.5)

Identificadores

URI: http://hdl.handle.net/11336/96959

URL: https://pubs.acs.org/doi/abs/10.1021/om049104z

DOI: https://doi.org/10.1021/om049104z

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Articulos(CCT - BAHIA BLANCA)
Articulos de CTRO.CIENTIFICO TECNOL.CONICET - BAHIA BLANCA

Articulos(INQUISUR)
Articulos de INST.DE QUIMICA DEL SUR

Citación

Dodero, Veronica Isabel; Faraoni, María Belén; Gerbino, Darío César; Koll, Liliana Cristina; Zuñiga, Adriana Elena; et al.; Synthesis, Stereoselective Reactions, and Reactivity of 9-Triptycyldimethyltin Hydride; American Chemical Society; Organometallics; 24; 8; 4-2005; 1992-1995

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