Asymmetric aldol reactions using boron enolates of chiral oxazinones, synthesis of L-allo-threonine

Abstract

The boron enolate of oxazinone 1 was allowed to react with acetaldehyde, butanal, and 2-methylpropanal. The reaction proceeded stereoselectively, and in the reaction with acetaldehyde, the reaction afforded a precursor to L-allo-threonine.