Multi-step reaction with 8 steps
1: 54 percent / lead tetraacetate, acetic acid / CH2Cl2 / 0 °C
2: 1.) O3, 2.) triphenylphosphine / 1.) CH2Cl2, -78 deg C, 2.) CH2Cl2, -78 deg C, 30 min
3: 1.) phenyllithium / 1.) THF, 2.) benzene, THF, 3 min
4: 85 percent / aq. acetic acid / tetrahydrofuran / 15 h
5: H2, NaHCO3; / 5percent Pt/C / benzene; ethanol / 24 h
6: NaOH / benzene; methanol / 0.33 h / Ambient temperature
7: 1.) hydrazine, 2.) dianisyl telluroxide / 1.) ethanol, reflux, overnight, 2.) water, CH2Cl2, 1,2-dibromotetrachloroethane, 5 h
8: 70 percent / pyridine
With
pyridine; lead(IV) acetate; sodium hydroxide; di-(p-methoxyphenyl)tellurium oxide; hydrogen; sodium hydrogencarbonate; ozone; acetic acid; phenyllithium; triphenylphosphine; hydrazine;
platinum on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; benzene;
DOI:10.1021/jo00375a013