The enantioselective redu
The enantioselective reduction of these compounds by a bicyclic boron-containing proline derivative in the presence of diborane was pioneered by Corey, Bakshi, and Shibata. A hydroxyl aryl version of this functionality is produced in the Fries rearrangement. When acting on a secondary but not a primary alcohol, the Jones reagent produces this functionality. In the presence of acid or base, it forms a tautomer with enol, and in solution with ammonium silver nitrate, this compound fails to produce a precipitate. Thus, it has a negative result in the Tollens test. For 10 points, name this functional group, consisting of two alkyl groups attached to a carbonyl group, the simplest of which is acetone.
The enantioselective reduction of these compounds by a bicyclic boron-containing proline derivative in the presence of diborane was pioneered by Corey, Bakshi, and Shibata.
ketone [prompt on “carbonyl”]