6533b85ffe1ef96bd12c2451

RESEARCH PRODUCT

ChemInform Abstract: Lithium Enediolates and Dienediolates of Carboxylic Acids in Synthesis: Alkylation with Secondary Halides.

Ramon MestresSalvador GilMargarita ParraEva M. Brun

subject

chemistry.chemical_classificationElimination reactionchemistryDouble bondchemistry.chemical_elementHalidelipids (amino acids peptides and proteins)LithiumStereoselectivityRather poorGeneral MedicineAlkylationMedicinal chemistry

description

Abstract High yields in the alkylation of dianions of α,β-unsaturated carboxylic acids with secondary halides can be obtained despite elimination reactions occurring. α-Regioselectivity for the alkylation of but-2-enoic acids ( 1–4 ) is seldom obtained. Although double bond stereoselectivity is higher than 99% for γ-alkylated products, stereoselectivity is rather poor for most of the α-alkylated products.

https://doi.org/10.1002/chin.199917069