1: <Pd(PPh3)4>, 5 mol percent / tetrahydrofuran; methanol / 1 h / Heating 2: 1.) 2 BuLi / 1.) THF, HMP, 1 h, -78 deg C, 2.) THF, -78 deg C -> -30 deg C 3: 1.) Et3N, <Pd(PPh3)4>, 5 mol percent, 2.) p-Tos-OH / multistep reaction: 1.) MeOH, C2H4Cl2, 7.5 h, reflux, 2.) MeOH, CHCl3, room t.; reactions of derivatives View Scheme

sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium(0) Retro-aldol reaction;

1: With N,N,N',N',N'',N''-hexamethylphosphoric triamide; samarium diiodide in tetrahydrofuran T=-20°C; 5 h; Inert atmosphereSealed flask; 2: With water; ammonium chloride in tetrahydrofuran T=20°C; Inert atmosphere;

1: With N,N,N',N',N'',N''-hexamethylphosphoric triamide; samarium diiodide in tetrahydrofuran T=-20°C; 5 h; Inert atmosphereSealed flask; 2: With water; ammonium chloride in tetrahydrofuran T=20°C; Inert atmosphere;

sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium(0) Retro-aldol reaction;