sodium tetrahydroborate in dichloromethane T=-72 - 20°C; optical yield given as percent dediastereoselective reaction;

<b>Multi-step reaction with 2 steps<br /> </b>1: Grubbs' II catalyst / CH₂Cl₂ / Heating<br />2: Oxone (R); NaHCO₃ / ethyl acetate; H₂O; acetonitrile / 0 &deg;C<br /> <br /> &nbsp;

Stage #1: <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '4921393', constants.ctx, '0')">ozone</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1098229', constants.ctx, '0')">methanol</a> <br />T=-78&deg;C;&nbsp;<br />Stage #2: <b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1696847', constants.ctx, '0')">dimethylsulfide</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1098229', constants.ctx, '0')">methanol</a> <br />T=-78 - 20&deg;C;&nbsp;&nbsp;Further stages.;&nbsp;<br /> &nbsp;

<b>Multi-step reaction with 2 steps<br /> </b>1.1: 1,4-diaza-bicyclo[2.2.2]octane / 120 h / Cooling<br />2.1: ozone / methanol / 1 h / -72 &deg;C<br />2.2: 1 h / -72 &deg;C<br /> <br /> &nbsp;