Multi-step reaction with 5 steps
1: 80 percent / i-Pr2EtN / CH2Cl2 / 1.) 0 deg C, 1 h, 2.) RT, 24 h
2: 1.) sec-BuLi, 2.) (-)-B-methoxydiisopinocampheylborane
3: 96 percent / 2,6-lutidine / CH2Cl2 / 1.) 0 deg C, 1 h, 2.) RT, 2 h
4: 1.) 9-BBN, 2.) Pd(PPh3)4 / 1.)a) THF, RT, 30 min, b) reflux, 3 h, 2.) benzene, 110 deg C, 3 h
5: 90 percent / TBAF / tetrahydrofuran / 18 h / Ambient temperature
With
(-)-B-methoxydiisopinocamphenylborane; 2,6-dimethylpyridine; 9-borabicyclo[3.3.1]nonane dimer; tetrakis(triphenylphosphine) palladium(0); tetrabutyl ammonium fluoride; sec.-butyllithium; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; dichloromethane;