A new electrophilic alaninol synthon. A general route to oxazolidinones of D or (R)-2-amino alcohols from L-serine

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Abstract
A new electrophilic alaninol synthon, (S)-4-(4′-tolylsulfonyloxymethyl)oxazolidin-2-one, derived from serine, undergoes nucleophilic displacements with Gilman cuprates and/or Grignard/CuX reagents in high yield to provide (R)-4-substituted oxazolidinones.