6533b823fe1ef96bd127ea8d

RESEARCH PRODUCT

ChemInform Abstract: Addition of Organolithium Reagents to Cinnamic Acids.

María-josé BañulsRamon MestresElena MuñozMaría José Aurell

subject

chemistry.chemical_compoundAddition reactionChemistryReagentButyllithiumElectronic effectSubstituentComposition (visual arts)General MedicineMedicinal chemistryDiphenylmethane derivatives

description

Abstract Reaction of tert -butyllithium with p - and m -substituted cinnamic acids at low temperature affords mixtures of 1,4- and 1,3-addition products, whose composition depend on the nature of the substituents. Electron-donating and electron-withdrawing groups favour 1,4- and 1,3-additions, respectively. Linear correlations are obtained with electronic effect and with radical substituent constants.

https://doi.org/10.1002/chin.199924037