1: 98 percent / pyridine / CH2Cl2 / 18 h / 20 °C 2: 66 percent / CuCN, BF3*Et2O / tetrahydrofuran; diethyl ether / 8 h / -78 - 20 °C View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1098280', constants.ctx, '0')">tert.-butylhydroperoxide</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '14612438', constants.ctx, '0')">zirconium acetyacetonate</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1730800', constants.ctx, '0')">dichloromethane</a> <br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: 1.) N-methylmorpholine N-oxide, OsO₄, 2.) sodium dithionite, 3.) 6N HCl / 1.) Me₂CO, t-BuOH, 2 d, 2.) 1 h, 3.) CH₂Cl₂ <br />2: 55 percent / Pd/C / 1,3,5-trimethyl-benzene / 3 h / Heating<br />3: 89 percent / Zr(acac)2, TBHP / CH₂Cl₂ <br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 55 percent / Pd/C / 1,3,5-trimethyl-benzene / 3 h / Heating<br />2: 89 percent / Zr(acac)2, TBHP / CH₂Cl₂ <br /> <br /> &nbsp;

<b>Multi-step reaction with 7 steps<br /> </b>1: AlCl₃ <br />2: Zn/HCl<br />3: CF₃COOH, (CF₃COO)2O<br />4: 2.) 10percent HCl / 1.) Et₂O, reflux, 4 h, 2.) CH₂Cl₂ <br />5: 1.) N-methylmorpholine N-oxide, OsO₄, 2.) sodium dithionite, 3.) 6N HCl / 1.) Me₂CO, t-BuOH, 2 d, 2.) 1 h, 3.) CH₂Cl₂ <br />6: 55 percent / Pd/C / 1,3,5-trimethyl-benzene / 3 h / Heating<br />7: 89 percent / Zr(acac)2, TBHP / CH₂Cl₂ <br /> <br /> &nbsp;