1: 1) NaI, pyridine / 1) MeCN, overnight, 2) 20 h, 25 deg C 2: 1) i-Pr2NLi, TMEDA, 2) AcOH / 1) a) -78 deg C, 10 h, b) 25 deg C, overnight, 2) MeOH, 28 h, 25 deg C View Scheme

N,N,N',N,-tetramethylethylenediamine; acetic acid; lithium diisopropyl amide 1) a) -78 deg C, 10 h, b) 25 deg C, overnight, 2) MeOH, 28 h, 25 deg C; Yield given. Multistep reaction;

lithium diisopropyl amide in tetrahydrofuran ) -78 deg C, 10 h, 2) r.t., overnight; other O-trimethylsilyl cyanohydrins; variation of conditions; Product distribution;