Artigo Revisado por pares

Room-Temperature Stille Cross-Couplings of Alkenyltin Reagents and Functionalized Alkyl Bromides that Possess β Hydrogens

2003; American Chemical Society; Volume: 125; Issue: 13 Linguagem: Inglês

10.1021/ja0344563

ISSN

1943-2984

Autores

Karsten Menzel, Gregory C. Fu,

Tópico(s)

Catalytic Cross-Coupling Reactions

Resumo

This communication describes a significant expansion in the scope of Stille reactions of Csp3−X electrophiles, specifically, that Pd/P(t-Bu)2Me catalyzes the room-temperature cross-coupling of a variety of functionalized, β-hydrogen-containing alkyl bromides with an array of alkenyltin reagents. The structure of the phosphine (P(t-Bu)2Me) is well suited for facilitating oxidative addition and avoiding β-hydride elimination, while the fluoride serves to activate the tin reagent for efficient transmetalation.

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