75996-44-0Relevant academic research and scientific papers
DEPROTONATIONS, CONJUGATE ADDITIONS, AND ENOLATE TRAPPING OF OXIME ETHERS AND DIMETHYLHYDRAZONES USING KDA. THE EFFECT OF DIISOPROPYLAMINE ON ENOLATE TRAPPING.
Gawley, Robert E.,Termine, Enrico J.,Aube, Jeffrey
, p. 3115 - 3118 (1980)
Potassium diisopropylamide (KDA) has been used to efficiently generate the anions of oxime ethers and dimethylhydrazones.As a deprotonating agent, KDA is superior to BuLi and LDA.The corresponding cuprates are extremly oxygen sensitive, but undergo 1,4-addition with cyclohexenone, and the resulting potassium enolates can be trapped with aqueous buffer or ClSiMe3.Attempted trapping with either AC2O or AcCl in the presence of diisopropylamine fails.
