6533b7d3fe1ef96bd125ff44

RESEARCH PRODUCT

ChemInform Abstract: Enantioselective α-Alkylation of Unsaturated Carboxylic Acids Using a Chiral Lithium Amide.

Eva M. BrunSalvador GilMargarita Parra

subject

Lithium amideorganic chemicalsfungiDiastereomerEnantioselective synthesisfood and beveragesHalideGeneral MedicineAlkylationchemistry.chemical_compoundchemistrypolycyclic compoundsOrganic chemistryheterocyclic compoundsEnantiomer

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/10.1002/chin.200137031