Nearly neutral allylation of oxygen nucleophiles

The following document describes a qualitative investigation into the ability of 2allyloxy-l-methylpyridinium trifluoromethanesulfonate (AOPT) (1) and derivatives to form allyl esters and ethers under mildly basic conditions (Scheme 1). These ester and ether moieties are useful to protection chemistry and are very common in biological synthesis of large molecules. [Chemical diagram deleted. See thesis body if needed] Scheme 1 Results show that 1 was successful as an allylating reagent under mild conditions, 2allyloxy-l,4-dimethylquinolinium trifluoromethanesulfonate (AOdMQT) (2) was also successful. Optimal conditions as determined in this study for performing each reaction are found in the discussion, along with reasoning and motivation toward each change.Thesis (B.?)Honors Colleg