Enantioselective acyl transfer catalysis by a combination of common catalytic motifs and electrostatic interactions.

ABSTRACT: Catalysts that can promote acyl transfer processes are important to enantioselective synthesis and their development has received significant attention in recent years. Despite noteworthy advances, discovery of small-molecule catalysts that are robust, efficient, recyclable and promote reactions with high enantioselectivity can be easily and cost-effectively prepared in significant quantities (that is, >10 g) has remained elusive. Here, we demonstrate that by attaching a binaphthyl moiety, appropriately modified to establish H-bonding interactions within the key intermediates in the catalytic cycle, and a 4-aminopyridyl unit, exceptionally efficient organic molecules can be prepared that facilitate enantioselective acyl transfer reactions. As little as 0.5 mol% of a member of the new catal

SUBMITTER: Mandai H 

PROVIDER: S-EPMC4835565 | biostudies-literature | 2016 Apr

REPOSITORIES: biostudies-literature