PALLADIUM(II)-CATALYZED FORMATION OF GAMMA-BUTYROLACTONES FROM 4-TRIMETHYLSILYL-3-ALKYN-1-OLS - SYNTHETIC AND MECHANISTIC ASPECTS

摘要

gamma-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 [PdXSiMe(3)] syn-elimination and explains why the presence of the silyl group is essential in such a process. Copyright (C) 1996 Elsevier Science Ltd [References: 26]