ChemInform Abstract: TiCl4—n〣u4NI as a Reducing Reagent: Pinacol Coupling and Enolate Formation from α〩aloketonespolyphenylalkane derivativesalkylation, arylation, dealkylation, dearylation, C‐acylation, olefinationalcohols (naphthalene compounds
Base-promoted formation of enolates from ketones (MOC Membership) The Michael Reaction and Conjugate Addition Note 1. We can calculate how favored this reaction is by looking at the four components of our acid base reaction (acid, base, conjugate acid, conjugate base) comparing the pKas of th...
ChemInform Abstract: Enolate Formation from α‐Iodoaldehydes and α‐Iodoketones by Means of Allylsilane—Titanium Tetrachloride and Its Application to an Aldol Reactiondoi:10.1002/chin.199846042addition reactionsaldehydes (acyclic compounds)aldehydes (benzene compounds)...
Enolate alkylations and acylations involve exposing anenolate ionto analkyl halideor acid chloride, resulting in alpha alkylated or acylated products. For asymmetrical ketones, directed reactions utilize differentbasesto control enolate formation, distinguishing between thermodynamic and...
Unprecedented route to enolates from silyl enol ethers and enol acetates: reaction with hard and soft electrophiles Reaction of silyl enol ethers with lithium, sodium or, better, potassium alkoxides resulted in a rapid formation of enolates which were trapped with hard e... P Duhamel,D Cahar...
The oxime ethers are approximately 10 orders of magnitude less acidic than their corresponding ketones for cesium ion pairs. Thermodynamic parameters for the equilibrium acidities were measured and are consistent for contact ion pair monomers being the important species in solution. An aggregation study...
This chapter discusses the C-alkylation of enolates and enols and deals with all aspects of this venerable transformation, from early examples of bond formation, to more stereochemically rich reactions, to the most modern catalytic enantioselective processes. Although not exhaustively comprehensive, it ...
ketonesquaternary carbon stereocentersThe application of stereochemically defined acyclic fully substituted enolates of ketones to the enantioselective synthesis of quaternary carbon stereocenters would be highly valuable. Herein, we describe an approach leading to the formation of several new stereogenic ...
Reported here is the exclusive formation of 1,4-diketones by the uncatalyzed reaction of silyl enolates and α-haloketones. EnolatesIare inherently more likely to react with α-haloketonesIIat the carbonyl carbon to produce halohydrin derivativesIIIor 2-(2-oxoethyl)-oxiranesIV. Thus, a ...
A regioselective enolate formation of trimethylsilylmethyl ketones application to the (E)-selective synthesis of α,β-unsaturated ketones Two possible enolate anions of trimethylsilylmethyl ketones have been prepared regioselectively by the appropriate choice of base. The one directed to the ... SY Iz...