Lithiation of N-Boc-Protected Ferrocenylalkylamines: Preparation of Unsymmetrical 1,1‘-Disubstituted Ferrocenes
摘要:
Treatment of N-Boc-1-ferrocenylethylamine or N-Boc-ferrocenylmethylamine with 2 equiv of n-BuLi results in selective N,1'-dimetalation. Trapping of the dianions with various electrophiles is a convenient route to unsymmetrical 1,1'-disubstituted ferrocenes. Under similar conditions, the pivalamide of 1-ferrocenylethylamine undergoes predominantly N,2-dilithiation while urea derivatives give mixtures of regioisomers.
Lithiation of N-Boc-Protected Ferrocenylalkylamines: Preparation of Unsymmetrical 1,1‘-Disubstituted Ferrocenes
摘要:
Treatment of N-Boc-1-ferrocenylethylamine or N-Boc-ferrocenylmethylamine with 2 equiv of n-BuLi results in selective N,1'-dimetalation. Trapping of the dianions with various electrophiles is a convenient route to unsymmetrical 1,1'-disubstituted ferrocenes. Under similar conditions, the pivalamide of 1-ferrocenylethylamine undergoes predominantly N,2-dilithiation while urea derivatives give mixtures of regioisomers.