Multi-step reaction with 12 steps
1.1: 99 percent / 2,6-lutidine / -78 °C
2.1: 9-BBN / tetrahydrofuran / Heating
2.2: 84 percent / aq. NaOH; H2O2
3.1: 96 percent / DMSO; (COCl)2; Et3N / -78 °C
4.1: 81 percent / NaHMDS / -78 - 20 °C
5.1: 90 percent / aq. TFA / CH2Cl2 / 20 °C
6.1: 81 percent / tosyl-imidazole; NaH
7.1: 94 percent / n-BuLi; BF3*Et2O / -78 °C
8.1: 96 percent / Ac2O / 20 °C
9.1: 77 percent / LiAlH4 / tetrahydrofuran / 20 °C
10.1: 91 percent / TBAI / dimethylformamide / 20 °C
11.1: 91 percent / AgNO3; 2,6-lutidine / tetrahydrofuran / 20 °C
12.1: 84 percent / PPh3; DEAD / benzene / 20 °C
With
2,6-dimethylpyridine; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; oxalyl dichloride; boron trifluoride diethyl etherate; sodium hexamethyldisilazane; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydride; silver nitrate; dimethyl sulfoxide; triethylamine; triphenylphosphine; N-tosylimidazole; trifluoroacetic acid; diethylazodicarboxylate;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
3.1: Swern oxidation / 4.1: Wittig methylenation;