1: 19 percent / pyridine / 10 h / Ambient temperature 2: 79 percent / NaH / tetrahydrofuran / 2 h / Ambient temperature 3: 1.) BF3*OEt2 / 1.) THF, -78 deg C, 10 min, 2.) THF, 20 min 4: i-Pr2NEt / CH2Cl2 / 12 h / Ambient temperature 5: TBAF / tetrahydrofuran / 6 h / 40 °C 6: 2,6-lutidine / tetrahydrofuran / 0.33 h 7: 1.) Pd(PPh3)4, H2O, 2.) AgNO3/SiO2 / 1.) THF, 1.7 h, 2.) CH2Cl2, hexane, 2 h 8: 67 percent / PPTS / ethanol / 16 h / 40 °C View Scheme

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '14292736', constants.ctx, '0')">potassium dioxotetrahydroxoosmate(VI)</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '14715620', constants.ctx, '0')">(DHQD)2AQN</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '19274322', constants.ctx, '0')">K₂Fe₃(CN)6</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '4267587', constants.ctx, '0')">potassium carbonate</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '3587155', constants.ctx, '0')">water</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '906698', constants.ctx, '0')"><i>tert</i>-butyl alcohol</a> <br />T=0&deg;C;&nbsp;12&nbsp;h;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: 98 percent / H₂ / Rh-Al₂O₃ / ethyl acetate / 12 h<br />2: 97 percent / I₂, Ph₃P, imidazole / CH₂Cl₂; benzene / 1 h<br />3: 91 percent / tetrahydrofuran / 12 h / 0 &deg;C<br />4: 100 percent / (DHQD)2AQN, K₂Fe₃(CN)6, K₂CO₃, K₂OsO₂(OH)4 / 2-methyl-propan-2-ol; H₂O / 12 h / 0 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 5 steps<br /> </b>1: 86 percent / LiBEt₃H / tetrahydrofuran / 12 h / 0 &deg;C<br />2: 98 percent / H₂ / Rh-Al₂O₃ / ethyl acetate / 12 h<br />3: 97 percent / I₂, Ph₃P, imidazole / CH₂Cl₂; benzene / 1 h<br />4: 91 percent / tetrahydrofuran / 12 h / 0 &deg;C<br />5: 100 percent / (DHQD)2AQN, K₂Fe₃(CN)6, K₂CO₃, K₂OsO₂(OH)4 / 2-methyl-propan-2-ol; H₂O / 12 h / 0 &deg;C<br /> <br /> &nbsp;

<b>Multi-step reaction with 3 steps<br /> </b>1: 97 percent / I₂, Ph₃P, imidazole / CH₂Cl₂; benzene / 1 h<br />2: 91 percent / tetrahydrofuran / 12 h / 0 &deg;C<br />3: 100 percent / (DHQD)2AQN, K₂Fe₃(CN)6, K₂CO₃, K₂OsO₂(OH)4 / 2-methyl-propan-2-ol; H₂O / 12 h / 0 &deg;C<br /> <br /> &nbsp;