hydrogen; palladium on activated charcoal in ethanol T=50°C;

<b>Multi-step reaction with 2 steps<br /> </b>1: 84 percent / Et₃N, NaI / acetonitrile / 7 h / 50 &deg;C<br />2: 1) molecular sieves, (Pr₄N)IO₄, 2) N-methylmorpholine N-oxide hydrate (NMO) / 2) OsO₄, 70percent t-BuOOH, t-BuOH / 1) CH₂Cl₂, 0 deg C, 1 h, 2) acetone, H₂O, room temp., 4 d<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1: 73 percent / NH₂OH*HCl, K₂CO₃ / diethyl ether; H₂O / Ambient temperature<br />2: 1) molecular sieves, (Pr₄N)IO₄, 2) N-methylmorpholine N-oxide hydrate (NMO) / 2) OsO₄, 70percent t-BuOOH, t-BuOH / 1) CH₂Cl₂, 0 deg C, 1 h, 2) acetone, H₂O, room temp., 4 d<br /> <br /> &nbsp;