acetic acid; zinc 1 h; Heating;

1.1: acetic acid; zinc / 0 - 70 °C 2.1: C39H60N4O4; scandium tris(trifluoromethanesulfonate) / ethyl acetate / 0.5 h / 35 °C 2.2: 18 h / -40 °C View Scheme

1: 93 percent / Zn, AcOH / 1 h / Heating 2: (S,S')-α,α'-dimethyldibenzylamine, butyllithium / tetrahydrofuran; hexane / 0.17 h / -100 - -78 °C 3: 1.) ozone, 2.) sodium borohydride / methanol / -78 °C View Scheme

1: acetic acid; zinc / 0 - 70 °C 2: 3-chloro-benzenecarboperoxoic acid / ethyl acetate / 18 h / 35 °C View Scheme