74971-17-8Relevant articles and documents
TRAPPING REACTION OF ENOLATES FROM LITHIUM DIMETHYLCUPRATE CONJUGATED ADDITION: IMPORTANCE OF STERIC FACTORS AND, PARTICULARLY, OF β-SUBSTITUTION OF ENONE IN THE C- vs. O-ACYLATION
Bernasconi, Silvana,Jommi, Giancarlo,Montanari, Stefania,Sisti, Massimo
, p. 125 - 128 (2007/10/02)
Conjugated addition of lithium dimethylcuprate to α,β-unsaturated ketones gives intermediate enolates which, treated with acetyl chloride, undergo O- and/or C-acylation depending on the substitution at the enone β-carbon.Results agree with the hypothesis that C-acylation proceeds through an intramolecular metal-assisted mechanism.