“…Typical reaction conditions [2,5] comprised 10 mol % of CrCl 3 , an excess of Mn and Me 3 SiCl, and in situ preparation of the Cr II complex, in the presence of NEt 3 and MeCN as solvent ( Table 1). Enantiodivergent synthesis of (S,S)-5 and (R,R)-5. a) HCO 2 H, reflux, 84 %; [9] b) Jones reagent, 44 %; [9] c) NH 2 OH·HCl, EtOH, reflux, 1 h; d) NiCl 2 , NaBH 4 , MeOH, À35 8C to À20 8C, 1 h, 70-75 % (over two steps); e) TsCl, NEt 3 , CH 2 Cl 2 , À78 8C to RT; f) crystallization from MeOH, 35 % (over two steps); g) preparative HPLC, Chiralpak AD, 50 cm, 5 cm diameter, flow: 80 mL min À1 , eluent: hexane/isopropanol 60:40, retention times: 24-33 min for (R,R)-8 and 46.5-62.5 min for (S,S)-8; h) Li, NH 3 , À33 8C, 80 min, 85 %; i) 3,5-di-tertbutyl salicylic aldehyde, MeOH, RT, 30 min, 76-81 %. After optimization of the reaction parameters (solvent, concentration, and temperature), the corresponding homoallylic alcohol was obtained with high enantioselelectivity (90 % ee) and good yield (72 %; Table 1, entry 1).…”