We have developed an efficient method for the preparation of enol silyl ethers using novel agents, silazanes together with NaH or DBU catalyst, wherein TMS and TBDMS groups were smoothly and chemoselectively introduced into ketones and aldehydes under mild conditions.
Easy Preparation of Enoxysilanes from Aldehydes and Ketones Catalyzed by Samarium Diiodide
作者:Jérome Hydrio、Pierre Van de Weghe、Jacqueline Collin
DOI:10.1055/s-1997-1514
日期:1997.1
Ketones and α-substituted aldehydes are converted to trimethylsilyl enol ethers by reaction with the trimethylsilyl ketene acetal of methyl isobutyrate in dichloromethane in presence of a catalytic amount of samarium diiodide.
Chlorotrimethylsilane, particularly if combined with hexamethylphosphoric triamide or 4-dimethylaminopyridine, strongly promote the conjugate addition of stoichiometric organocopperreagents.
A new regio- and stereocontrolled synthesis of enol silyl ethers
作者:John Hooz、Jan Oudenes
DOI:10.1016/s0040-4039(00)94175-3
日期:1983.1
Enol boranes, , undergo efficient exchange with N-trimethylsilyl-imidazole, , to afford the corresponding trimethylsilyl enol ethers, , in good yield under mild conditions.