Reegioselective Alkylation of Lithium Enolates Derived from 2-Heptanone
The benzylation and n-butylation of the kinetic enolate mixture derived from 2-heptanone has been studied in DME in the absence and in the presence of lithium ion complexing agents (triglyme, benzo-14-crown-4, DMF (neat), DMF, and HMPA).
Liotta, Charles L.,Caruso, Thomas C.
p. 1599 - 1602
(2007/10/02)
HIGHLY DISPERSED POTASSIUM ON ALUMINA AS A METALATING AGENT. ALKYLATION OF ENOLIZABLE COMPOUNDS
Highly dispersed potassium on alumina (K/Al2O3) acts as a metalating agent towards enolizable compounds and the intermediate organopotassium derivatives can be alkylated with primary alkyl bromides.The reaction conditions are dependent on the substrate.In particular, tetrahydrofuran is the solvent of choice for the metalation of nitriles and aldehyde N,N-dimethylhydrazones at -60 deg C and of N-cyclohexyl ketimines at room temperature, whereas hexane must be used for ketones.