A variety of substituted olefins can be made via the stereoselective zirconium-catalyzed carboalumination of terminal alkynes. A large number of important natural products, including the title compound coenzyme Q10 , contain polyprenyl units with stereodefined olefin geometries, thereby making the carboalumination reaction an important means to synthesize these compounds. Coenzyme Q10 (CoQ10), in particular, was the focus of our investigations because it's great importance to human health. An extremely short, efficient, and industrially attractive synthesis of CoQ10 was developed; and in the process, several improvements to the traditional Negishi carboalumination reaction were made, leading to the development to an improved general carboalumination protocol.ACS Polymer Education Committee Outstanding Organic Chemistry Award, 1999 Outstanding Achievement and Accomplishment in Organic Chemistry Award, 1999 ACS Standardized Undergraduate Organic Chemistry Final Exam (90th percentile) ... ABSTRACT I. CuH Catalyzed Asymmetric Hydrosilylation of Ketones II.
|Title||:||I. Copper Hydride Catalyzed Asymmetric Hydrosilylation of Ketones. II. The Synthesis of Coenzyme Q(10) Leading to the Development of a Modernized Carboalumination Protocol|
|Publisher||:||ProQuest - 2006|