SYNTHESIS AND REACTIVITY OF A RANGE OF 2-FERROCENYL-3-PIVALOYL-1,3-OXAZOLIDIN-5-ONES

A range of novel 2-ferrocenyl-3-pivaloyl-1,3-oxazolidin-5-ones has bee n synthesised, both with and without 2-substitution on the ferrocenyl moiety in an effort to develop an asymmetric glycine equivalent. While C-4 alkylation of the parent complex 2-ferrocenyl-3-pivaloyl-1,3-oxaz olidin-5-one was successful, the presence of a 2-substituent on the fe rrocene ring has been found to prevent C-4 enolisation and hence alkyl ation. (C) 1998 Elsevier Science S.A.