Multi-step reaction with 10 steps
1.1: 84 percent / imidazole / CH2Cl2
2.1: m-chloroperbenzoic acid; NaHCO3 / CH2Cl2 / 0 °C
3.1: [C(CH3)2(CH2)3C(CH3)2]NLi / hexane; benzene / 0 - 20 °C
4.1: 87 percent / tri-n-butylphosphine / CH2Cl2 / 0.08 h / 22 °C
5.1: 86 percent / DIBAL / toluene
6.1: 97 percent / imidazole / CH2Cl2
7.1: toluene / 180 °C
8.1: PPTs; 4 Angstroem molecular sieves / CH2Cl2 / 20 °C
8.2: NaCNBH3 / acetic acid / 10 °C
9.1: 95 percent / benzotriazol-1-yloxytris(Me2N)phosphonium hexaFphosphate
10.1: Dess-Martin periodinane; NaHCO3 / CH2Cl2
10.2: NaClO2; NaH2PO4 / acetonitrile; H2O; 2-methyl-propan-2-ol / 0 °C
10.3: 30 percent / 1,1'-carbonyldiimidazole; NaH / dimethylformamide / 20 °C
With
1H-imidazole; tributylphosphine; 4 A molecular sieve; 2,2,6,6-tetramethylpiperidinyl-lithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; Dess-Martin periodane; 3-chloro-benzenecarboperoxoic acid;
In
hexane; dichloromethane; toluene; benzene;
DOI:10.3987/com-05-s(t)70