Development of Regio- and Stereoselective Reactions of Polyfunctionalized Molecules by Axially Chiral Catalysts

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Axially chiral catalysts bearing both of the molecular recognition site and the catalytic active site in proper geometry were prepared to approach novel catalytic process, which enables direct regio- and stereoselective transformation of polyfunctionalized molecules.A biaryl DMAP catalyst with an internal carboxylate, developed in this research, showed high catalytic activity on the acylation of alcohol through activation of the hydroxy group of alcohol by the internal carboxylate ion. On the other hand, an efficient synthetic method for axially chiral amino acids possessing aniline-type amine and carboxylic acid moiety around its chiral axis were also developed. These results provide precious information for developing catalytic regio- and stereoselective transformations of polyfunctionalized molecules.