A series of unsaturated alpha-amino alcohols were prepared via the all
ylboration of the corresponding N-protected alpha-amino ketones. The r
eactions are stereoselective, producing the syn isomers. The diastereo
selectivity is not dramatically effected by the electronic nature of t
he N-protecting group or the reaction temperature but is dependent on
the steric requirements of the N-protecting group and the solvent syst
em.