ASYMMETRIC SYNTHESIS XII: STEREOCONTROLLED ELECTROPHILIC-NUCLEOPHILIC α,α'-SUBSTITUTION OF THE PYRROLIDINE RING.

Article abstract of DOI:10.1016/S0040-4020(01)81697-5

The synthesis of 2-cyano-5-oxazolopyrrolidine 3, a chiral pyrrolidine synthon, is described.Conditions were established that permitted sequential chemoselective reactions at the C-2 aminonitrile (electrophilic substitution) and at the C-5 aminoether (nucl