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.
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Drewes et al. (1993) studied this question.
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