Multi-step reaction with 7 steps
1: 94 percent / tetra(n-propyl)ammonium perruthenate, NMO, 4 Angstroem molecular sieves / CH2Cl2 / 1 h / Ambient temperature
2: 74 percent / CeCl3 / tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) -78 deg C, 1 h; -78 deg C to r.t., 2 h
3: CSA, H2O / tetrahydrofuran / 3 h / 60 °C
4: 2,6-lutidine / CH2Cl2 / 0.33 h / -20 °C
5: 64 percent / chromous chloride / tetrahydrofuran / 3 h / Ambient temperature
6: 2.) chromous chloride, NiCl2 / 1.) toluene, reflux, 2 h, 2.) DMSO, THF, r.t., 20 h
7: 92 percent / DMAP, Et3N / CH2Cl2 / 2 h / 0 °C
With
2,6-dimethylpyridine; chromium dichloride; dmap; N-methyl-2-indolinone; cerium(III) chloride; tetrapropylammonium perruthennate; 4 A molecular sieve; camphor-10-sulfonic acid; water; triethylamine; nickel dichloride;
In
tetrahydrofuran; dichloromethane;
DOI:10.1039/a805268i