INFLUENCE OF ENOLATE GEOMETRY ON THE STEREOCHEMISTRY OF MICHAEL ADDITIONS OF KETONE ENOLATES TO α, β-UNSATURATED KETONES

Article abstract of DOI:10.1016/S0040-4039(00)85424-6

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.