CCB Organic Seminar Series lecture presentation by Dr. Norito Takenaka, University of Miami.
Host: Daniel Seidel
Sponsored in part by Organic Syntheses, Inc.
Talk Title: "Asymmetric Catalysis with Helical-Chiral Pyridines"
Abstract: An essential aim in the design of chiral catalysts is to create a well-differentiated chiral environment in the vicinity of the reaction site. However, each chirality type (central, axial, planar, and helical) has its inherent structural features and thus provides unique synthetic accessibilities to catalysts, leading to different approaches to a same challenge in the method development. We were intrigued by the inherently chiral framework (p-wall) of helicene, and were able to demonstrate its effectiveness in the context of asymmetric organocatalysis, details of which will be discussed. While most of organocatalysts available today mimic an enzyme in terms of simultaneous multi-functional activations, our helicene-derived catalysts mimic the exceedingly large steric screening effect of an enzyme with rigid, yet tunable, stereochemistry.