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Tuesday, September 09, 2014

New Developments in Chiral Phosphate Based Catalytic Methods

Organic Organic Seminar
1640 Chemistry
4:00pm - 5:30pm

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Speaker:   Jon Antilla, University of South Florida
Abstract:   Asymmetric catalysis is considered by many to be the long-term cost efficient way to install predictable stereochemistry into molecules of biological importance. Our research specifically seeks to develop new reaction methodologies that utilize chiral phosphoric acids or their corresponding metal/chiral phosphate complexes as functional asymmetric catalysts for synthetically useful transformations. In this presentation several new reaction methodologies that utilize chiral phosphate metal complexes will be described and discussed. Our initial discoveries in the use of such metal phosphate complexes for asymmetric chlorination and oxylation of oxindoles will be presented. In addition new Diels-Alder and Hetero-Diels-Alder developments will also be described. Mechanistic efforts will be discussed, and will focus on postulation of mechanism based on an X-ray structure of the catalyst.