1: silver(I) acetate; palladium diacetate; p-benozquinone / 1,1-dimethylpropan-1-ol / 20 h / 100 °C / Under atmospheric air 2: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -98 °C / Inert atmosphere View Scheme

oxygen; copper(l) chloride; lithium tert-butylate in N,N-dimethyl-formamide T=40°C; P=760.051 Torr; 0.166667 h;

bis(1,5-cyclooctadiene)nickel (0); potassium tert-butylate; chlorobenzene; cesium fluoride; 1,3-bis(2,6-diisopropylphenyl)imidazolinium chloride in toluene T=80°C; 1 h; Inert atmosphere;

Stage #1: &nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '102391', constants.ctx, '0')">tetrahydrofuran</a> <br />T=25&deg;C;&nbsp;1&nbsp;h;&nbsp;<br />Stage #2: &nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '102391', constants.ctx, '0')">tetrahydrofuran</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '3587155', constants.ctx, '0')">water</a> <br /> <br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '4208125', constants.ctx, '0')">magnesium sulfate</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1696894', constants.ctx, '0')">diethyl ether</a> <br />T=25&deg;C;&nbsp;20&nbsp;h;&nbsp;&nbsp;Inert atmosphere;&nbsp;<br /> &nbsp;

<b>With</b>&nbsp; NiCl₂(1,3-bis(diphenylphosphino)propane);&nbsp;diphenylphosphinoferrocene;&nbsp;Zn&nbsp;<b>in</b>&nbsp; toluene<br />&nbsp;aryl mesylate, 0.05 equiv Ni-complex, 0.1 equiv bis(diphenylphosphino)ferrocene, 2 equiv of Zn, triethylamine, toluene, 100&deg;C, 2 h;&nbsp;<br /> &nbsp;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '11326756', constants.ctx, '0')">(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '15680983', constants.ctx, '0')">[1,3-bis(diphenylphosphino) propane] dichloronickel(II)</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '605283', constants.ctx, '0')">triethylamine</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '8973685', constants.ctx, '0')">zinc</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '635760', constants.ctx, '0')">toluene</a> <br />T=100&deg;C;&nbsp;2&nbsp;h;&nbsp;&nbsp;Inert atmosphere;&nbsp;<br /> &nbsp;

&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1098229', constants.ctx, '0')">methanol</a> <br />1&nbsp;h;&nbsp;&nbsp;Inert atmosphereSchlenk technique;&nbsp;<br /> <br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1.1: dimethylsulfide borane complex / tetrahydrofuran / 0 - 25 &deg;C / |Inert atmosphere; |Enzymatic reaction<br />2.1: tetrahydrofuran / 1 h / 25 &deg;C<br />2.2: 0.67 h / 0 - 25 &deg;C<br /> <br /> &nbsp;