Dynamic kinetic resolution of epichlorohydrin via enantioselective catalytic ring opening with TMSN(3). Practical synthesis of aryl oxazolidinone antibacterial agents
The dynamic kinetic resolution of racemic epichlorohydrin has been achieved via enantioselective asymmetric ring opening with TMSN(3) catalyzed by the (salen)Cr(III)N-3 complex 1. The resulting 3-azido-1-chloro-2-trimethylsiloxypropane product was obtained in high enantiomeric purity and incorporated into the synthesis of U-100592, a representative from a class of highly-promising aryl oxazolidinone antibacterial agents. Copyright (C) 1996 Elsevier Science Ltd