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Physical Sciences and Mathematics Commons

Open Access. Powered by Scholars. Published by Universities.®

Chemistry

University of South Florida

Theses/Dissertations

2016

Organocatalysis

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Full-Text Articles in Physical Sciences and Mathematics

Asymmetric Transformations Catalyzed By Chiral Binol Alkaline Earth Metal Phosphate Complexes, Sri Krishna Nimmagadda Oct 2016

Asymmetric Transformations Catalyzed By Chiral Binol Alkaline Earth Metal Phosphate Complexes, Sri Krishna Nimmagadda

USF Tampa Graduate Theses and Dissertations

Small molecule hydrogen bond donors have emerged as versatile catalysts in asymmetric synthesis. Within this class, chiral BINOL phosphoric acid is regarded as one of the pioneer catalysts used in several asymmetric transformations. The ability of the catalyst to activate the substrates could be controlled in two different ways. (1) Dual activation/bifunctional activation of substrate by hydrogen bond interactions or ion pairing with phosphoric acid or (2) By forming chiral BINOL phosphate metal complex that could significantly alter the interactions in chiral space. In particular, chiral alkaline earth metal phosphate complexes have unique advantages as catalysts owing to the ubiquitous …


Chiral Boro-Phosphates In Asymmetric Catalysis: 1,4-Reduction Of Enones And Reductive Aldol, Susana Sorina Lopez Apr 2016

Chiral Boro-Phosphates In Asymmetric Catalysis: 1,4-Reduction Of Enones And Reductive Aldol, Susana Sorina Lopez

USF Tampa Graduate Theses and Dissertations

The biological activity of the pharmaceutical drugs often depends on how it fits with a receptor making stereochemistry a key component. Selective reactions can limit or avoid the mixture of enantiomers obtained. One such reaction is the selective reduction of a carbon-carbon double bond in the presence of a carbonyl. Although efficient, current asymmetric synthesis methods have limitations such as harsh reaction conditions, the high costs of chiral catalysts and the toxicity of the metal-based catalysts. Catalysts derived from small organic molecules have become an attractive alternative which have been explored more rigorously in recent years. Using a BINOL-derived boro-phosphate …