posted on 2024-12-20, 12:35authored byRobert
E. Wiley, Michael C. Eng, Aidan J. Clarkson, Jeffrey S. Johnson
An acid-promoted dearomative rearrangement of O-arylhydroxylamines affords 2-aminocyclohexadien-1-ones,
which can
in turn be reductively quenched for the synthesis of trans-aminoalcohols on a cyclohexadiene core. This method serves as an
efficient entry to the pharmaceutically relevant 1-arylcyclohexylamine
scaffold in two steps (one purification) from commercially available
or readily prepared 2-arylphenols.