6533b85dfe1ef96bd12be5ee

RESEARCH PRODUCT

Enantioselective α-alkylation of unsaturated carboxylic acids using a chiral lithium amide

Salvador GilMargarita ParraEva M. Brun

subject

Lithium amideChemistryorganic chemicalsfungiOrganic ChemistryEnantioselective synthesisDiastereomerfood and beveragesHalideAlkylationCatalysisInorganic Chemistrychemistry.chemical_compoundpolycyclic compoundsOrganic chemistryheterocyclic compoundsPhysical and Theoretical ChemistryEnantiomer

description

Abstract The regio- and stereochemistry of the alkylation of dienediolates from unsaturated carboxylic acids with benzylic halides, which often results in mixtures of isomers, can be controlled by means of changes in the lithium amide, allowing the α-regioisomer to be obtained as the major diastereoisomer. In addition, when chiral amines are used, moderate enantiomeric excesses can be attained.

https://doi.org/10.1016/s0957-4166(01)00152-5