$\underset{\begin{smallmatrix} 
 2\,-\,oc\tan ol \\ 
 (optically\,\,active) 
\end{smallmatrix}}{\mathop{\begin{matrix}
   C{{H}_{3}}-\overset{*}{\mathop{C}}\,H-{{(C{{H}_{2}})}_{5}}-C{{H}_{3}}  \\
   |\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
   :\underset{\scriptscriptstyle\centerdot\centerdot}{O}H\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
\end{matrix}}}\,$$\xrightarrow{{dil\,.\,acid}}\,C{H_3} - CH = CH - {(C{H_2})_4} - C{H_3}$