ozone

1: 40 percent / Zn, conc. HCl / ethanol / 10 - 15 °C 2: 61 percent / potassium tert-butoxide / dimethylsulfoxide / 2 h / 40 °C View Scheme

in diethyl ether T=0°C;

methyllithium in diethyl ether T=-78°C; 1 h; other alkenyl-gem-dibromocyclopropanes; reaction path for the carbene-carbene rearrangement leading to allenes and cyclopentadienes; 1,2-H migration in 3-cyclopentenylidenes derived from alkenyl-gem-dibromocyclopropanes; Mechanism;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '11342940', constants.ctx, '0')">sodium hydroxide</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '3574984', constants.ctx, '0')">N-benzyl-N,N,N-triethylammonium chloride</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '1718733', constants.ctx, '0')">ethanol</a> <br />T=25&deg;C;&nbsp;16&nbsp;h;&nbsp;<br /> &nbsp;