Although the reduction of acetophenone with sodium borohydride has been in our lab curriculum for more than two decades, the modification to include the additional week of asymmetric reduction and GC analysis was performed over two years. The first year was a two-week laboratory in which the symmetric reduction was performed using sodium borohydride. In the second year, the symmetric reduction was performed using 9-BBN, allowing an additional week for column chromatographic purification of the 1-phenylethanol product and cyclooctanediol by-product. Thus, a three-week lab comprising the first week of reduction with 9-BBN, the second week of column purification of the product, and the third week of CBS-catalyzed reduction and GC analysis. Two out of ten groups did not get any product for further analysis from their column purifications.