246236-74-8Relevant articles and documents
A rapid, simple route to homochiral α,β-epoxyketones
Meth-Cohn, Otto,Chen, Yi
, p. 6069 - 6072 (2007/10/03)
Substituted E- or Z-acrylylamides derived from a homochiral amine such as (R,R)-2,5-dimethylpyrrolidine or (S,S)-bis(2-phenylethyl)amine are readily epoxidised with complete stereocontrol with t-BuO2Li to give two readily separated, enantiomerically pure diastereomeric epoxides. The easily separated epoxides are efficiently converted into α,β-epoxyketones by the action of organolithiums with 92->99% ee.