2-nitroferrocenyloxazolines: precursors to nitrofulvalenes and derivativesof (pS)- and (pR)-2-aminoferrocenecarboxylic acids

Diastereoselective lithiation of (S)-2-ferrocenyl-4-(1-methylethyl)oxazolin e, followed by addition of N2O4, gave (S)-2-[(S-p)-2-nitroferrocenyl]-4-(1- methylethyl)oxazoline which was subsequently converted into derivatives of (S-p)-2-aminoferrocenecarboxylic acid. The corresponding (R-p)-derivatives were obtained through use of a removable TMS blocking group. The 2-nitrofer rocenyloxazolines produced in this work underwent facile photo-decomplexati on to give 2-nitrocyclopentadienyliden-1,3-oxazolidenes. (C) 1998 Elsevier Science Ltd. All rights reserved.