Diastereo-differentiating coupling of phenoxy radical moiety controlled by 2,4-pentanediol tether. Preparation of optically active Pummerer's ketone analogs

Article abstract of DOI:10.1016/S0040-4039(98)00805-3

The highly diastereo-differentiating coupling of the phenoxy radical could be achieved by a 2,4-pentanediol tethered reaction to give a single diastereomer of Pummerer's ketone analog. By the removal of the chiral auxiliary, the optically active phenoxy radical direct was obtained in good yield.