Organocatalysis using novel axially chiral secondary amines

• Main Author: Alsenani, Nawaf
• Published: University of East Anglia 2018
• Online Access: https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.768431

The field of organocatalysis has grown rapidly in the last 20 years. Moreover it is a big challenge in modern chemistry due to the rewards that can be gained from its efficiency, low cost and low toxicity. In addition, organocatalysis has many advantages in industrial chemistry it can save time and money by avoiding the use of large amounts of solvents and thus minimizing waste. This Thesis is broken down into three chapters, the first one presents a review of organocatalysis including recent updates and developments, and introduces the different organocatalyst classes, their modes of activation, and a number of examples which show the selectivity improvements obtained. The second chapter is divided into two parts. The first part descries the synthesis of certain binaphthyl organocatalysts and a description of the key steps of their synthesis: a diastereoselective Reformatsky addition and asymmetric lithiation and chloroformate/carboxylation addition steps. The second part focuses on the applications and the results obtained when these catalysts were used in aldol and Mannich reactions. The third chapter contains the experimental data for the products that are discussed in chapter two.