Optically Active 4-Oxaproline Derivatives: New Useful Chiral Synthons Derived from Serine and Threonine

Article abstract of DOI:10.1016/0957-4166(94)00386-P

A very simple procedure for the preparation of chiral optically active N-protected-4-carboxy-1,3-oxazolidine (4-oxaproline) derivatives starting from serine and threonine is described which avoids the use of toxic solvents or reagents.Elaboration of these compounds allows significant improvement in the handling of serine and threonine during the multigram preparation of oligopeptide structures and affords versatile chiral building blocks for the organic synthesis.