Oxidative Carbon−Carbon Bond Formation via Allyldimethylsilyl Enol Ethers
作者:Leah C. Konkol、Brian T. Jones、Regan J. Thomson
DOI:10.1021/ol902400q
日期:2009.12.3
A method for the oxidative alkylation of ketones through intramolecular allyl-group transfer within preformed allyldimethylsilyl enolethers is reported. A number of examples are detailed, including a study into the effects of resident sterocenters within cyclic enolethers.
The reaction of allylic phosphates with the title organoaluminium reagent (PhMe2Si-AlEt2) provides allylsilanes in good yields. Cross coupling of enol phosphates with PhMe2Si-Mtl (Mtl = AlEt2 or MgMe) produces vinylsilanes regio- and stereoselectively in the presence of Pd(0) catalysts.