Palladium(II)-catalyzed formation of γ-butyrolactones from 4-trimethylsilyl-3-alkyn-1-ols: Synthetic and mechanistic aspects
1996; Elsevier BV; Volume: 52; Issue: 31 Linguagem: Inglês
10.1016/0040-4020(96)00567-4
ISSN1464-5416
AutoresPhilippe Compain, J. GORÉ, Jean‐Michel Vatèle,
Tópico(s)Asymmetric Synthesis and Catalysis
Resumoγ-butyrolactones are obtained in good yields from 4-trimethylsilyl-3-alkyn-1-ols via Wacker-type oxidation reaction. A mechanism is proposed for this transformation: it involves two successive trans-hydroxypalladations followed by a [PdXSiMe3] syn-elimination and explains why the presence of the silyl group is essential in such a process.
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