1.1: TMEDA; n-butyllithium / hexane / 1.75 h / -78 - 18 °C 1.2: 5 percent / hexane / 0 - 18 °C 2.1: 1-chloroethyl chloroformate / CH2Cl2 / 2 h / Heating 2.2: MeOH / 1 h / Heating 2.3: 80 percent / aq. KOH / methanol; dioxane / 16 h / 18 °C 3.1: 99 percent / TBAF / Pd2(dba)3*CHCl3 / tetrahydrofuran / 19 h / 20 °C View Scheme

1: With n-butyllithium; N,N,N',N,-tetramethylethylenediamine in hexanes T=-40 - 20°C; Shapiro Reaction; 0.5 - 3 h; 2: With methanol-d4 in hexanes Conversion of starting material;

1: N'-(1-benzylpiperidin-4-ylidene)-4-methylbenzenesulfonohydrazide With n-butyllithium; N,N,N',N,-tetramethylethylenediamine in hexane T=-78 - 18°C; 1.75 h; 2: benzylchlorodimethylsilane in hexane T=0 - 18°C; Further stages.;