Enantiopure 3-amido or 3,3′-bisamido substituted 1,1′-bi-2-naphthols by anionic Fries rearrangements

Abstract

Mono- or di-carbamates of 1,1′-bi-2-naphthol ortholithiate with Bu^s Li–TMEDA. The resulting anions may either be captured by MeI or allowed to undergo anionic Fries rearrangement. Thus generalised two-step routes to mono- and di-(3-alkyl) or -(3-amido) substituted 2,2′-binapthols is demonstrated.