153946-45-3Relevant articles and documents
Ephedrine-Derived Imidazolidin-2-ones. Broad Utility Chiral Auxiliaries in Asymmetric Synthesis
Drewes, Siegfried E.,Malissar, Dean G. S.,Roos, Gregory H. P.
, p. 2663 - 2674 (2007/10/02)
The scope of the readily available (4R,5S)-1,5-dimethyl-4-phenylimidazolidin-2-one (4) and its 4-cyclohexyl analogue 6 as practical, efficient chiral auxiliaries has been demonstrated.The enolate chemistry of their N-acyl derivatives exhibits features which recommend their use in asymmetric synthesis.The stereoselective boron-mediated aldol as well as alkylation and acylation results are presented.The steric control benefit derived by conversion of phenyl to cyclohexyl is highlighted. - Key Words: Imidazolidin-2-one, (4R,5S)-1,5-dimethyl-5-phenyl- or cyclohexyl- / (-)-Ephedrine / Stereoselective aldol / alkylation, acylation