| γ-chlorinated alkyl ketones are widely found in nature products.As versatile keybuilding blocks,γ-chlorinated alkyl ketones have a wide range of applications in organic synthesis and medical chemistry.However,only a few methods toward the synthesis of these compounds have been reported.It is of great importance to develop a convenient strategy to synthesize alkyl ketones.During the study of my dessertation,I focus on the synthesis ofγ-chlorinated alkyl ketones.(1)Manganese-catalyzed ring-opening chlorination of cyclobutanolsIn this part,we have introduced the manganese-catalyzed ring-opening chlorination of cyclobutanols to construct theγ-chlorinated alkyl ketones.In contrast to traditional strategies,an utterly different approach of ring-opening chlorination of cyclobutanols in the presence of an inexpensive MnCl2 catalyst and nucleophilic TMSCl is reported.Moreover,we can construct some usefulγ-chlorinated alkyl ketones which could be difficult to obtain by the traditional strategies.(2)Manganese-catalyzed ring-opening chlorination of ring-fused benzo-cyclobutanolsIn this part,we have introduced the manganese-catalyzed ring-opening chlorination of ring-fused benzo-cyclobutanols to construct the medium-sized all-carbon rings,which could be difficult to generate by the traditional strategies.Moreover,we have systematically studied the synthesis of these ring-fused benzo-cyclobutanol precursors. |