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Filtering by: Committee Member Penner, Michael H. Academic Affiliation Chemistry Advisor Blakemore, Paul R.

Synthesis of novel ambifunctional atropisomeric 2,2',6,6'-tetrasubstituted biphenyls and investigation of their properties and organocatalytic activity

Creator:

Sephton, Mark Alan

Abstract:

Ambifunctional axially chiral 2,2',6,6'-tetrasubstituted biphenyls containing nucleophilic (or basic) functional groups juxtaposed with hydrogen-bond donors were synthesized and their properties studied. Applications for the prepared biaryls as potential organocatalysts for enantioselective carbon-carbon bond forming reactions were examined. Processes investigated included: aldol, Michael, nitroaldol (Henry), and Baylis-Hillman reactions. The novel amidoamine...

Resource Type:

Dissertation

Full Text:

achieved by a chiral enamine catalyzed asymmetric Michael reaction (Scheme 1.12). 132 O NH2 H Ph