109960-03-4Relevant academic research and scientific papers
Preparation and reactions of an alkylzinc enolate
Hansen, Marvin M.,Bartlett, Paul A.,Heathcock, Clayton H.
, p. 2069 - 2074 (2008/10/08)
The preparation, characterization, and reactivity of ethylzinc enolate 3 are reported. Enolate 3 is less reactive than the corresponding lithium enolate but undergoes many of the same reactions. The unprecedented protonation of 3 by secondary amines is reported. The metal exchange reaction used to prepare 3 is not a general method for the preparation of other alkylzinc enolates.
INFLUENCE OF ENOLATE GEOMETRY ON THE STEREOCHEMISTRY OF MICHAEL ADDITIONS OF KETONE ENOLATES TO α, β-UNSATURATED KETONES
Oare, David A.,Heathcock, Clayton H.
, p. 6169 - 6172 (2007/10/02)
Preformed lithium enolates of ketones react with acyclic α,β-unsaturated ketones to give 1,5-diketones in good chemical yields.A strong correlation exists between enolate geometry and product stereochemistry; enolates having the Z configuration provide anti addition products while E enolates usually provide the syn diastereomers.
