1: CeCl3; NaBH4 / methanol / 3 h / -78 °C 2: 89 percent / N-methylmorpholine; Ph3P; diethyl azodicarboxylate / o-nitrobenzenesulfonyl hydrazide / -30 - 20 °C 3: 91 percent / N-methylmorpholine N-oxide; OsO4 / H2O / 3 h / 0 °C 4: 83 percent / LiOH / methanol; H2O / 2 h / 20 °C View Scheme

<b>Multi-step reaction with 2 steps<br /> </b>1.1: p-TsOH / benzene / 20 &deg;C<br />1.2: 99 percent / p-TsOH / tetrahydrofuran; H₂O<br />2.1: 90 percent / PPh₃ / Pd₂(DBA)3*CHCl₃ / CH₂Cl₂ / 8 h / 0 &deg;C<br /> <br /> &nbsp;