Multi-step reaction with 6 steps
1: 47 percent / PPTS / tetrahydrofuran / 48 h / Ambient temperature
2: HMDS / tetrahydrofuran / 2 h / Ambient temperature
3: 1.55N BuLi / tetrahydrofuran; hexane / 7 h / -78 deg C to rt
4: HF*pyridine / tetrahydrofuran
5: 1.) CuI, 2.) NEt3, DMAP, 3.) Na2S*9H2O / 1.) THF, 0-4 deg C, 2 d, 2.) CH2Cl2, -78 deg C to rt, 7 h, 3.) EtOH, rt, 4 d
6: 100 percent / tetrahydrofuran / 24 h / 0 °C / PFL enzyme
With
dmap; sodium sulfide; copper(l) iodide; n-butyllithium; pyridinium p-toluenesulfonate; pyridine hydrogenfluoride; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane;
In
tetrahydrofuran; hexane;
DOI:10.1016/S0040-4039(98)00500-0