Research Poster Presentations
P OS T E R
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POSTER
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Asymmetric Allylboration of Aldehydes Catalyzed by SPINOLBased Phosphoric Acids Darya Sabarova, Monica Bassous, Chun-Hui Xing & Qiao-Sheng Hu
Synthesis, Properties, and Applications of CurcuminPolymer Conjugates Amram Averick
Faculty Mentor: Dr. Qiao-Sheng Hu
Department of Chemistry
Department of Chemistry The asymmetric allyboration of allylboronates with aldehydes constitutes one of the most attractive methods to access chiral homoallylic alcohols. Transition metal-catalyzed such reactions have been previously reported. However, reported catalyst systems suffer from relatively harsh reaction conditions and/or low enantioselectivities. We are interested in developing “green” catalysts, i.e., organocatalysts – the use of small organic compounds as chiral catalysts, for such reactions, especially with high enantioselectivities.
Faculty Mentor: Dr. Krishnaswami Raja The biomolecule Curcumin has great potential in the treatment of several conditions, including Alzheimer’s disease, cancer, and metal poisoning. However, Curcumin’s minimal water solubility, poor bioavailability, and rapid metabolism and elimination prevent this potential from being realized. In order to ameliorate these characteristics, curcumin,glucose-polymer conjugates have been synthesized.This project analyzed the properties, including solubility and metal-binding, of these conjugates.
1,1’-Spirodiindane-7,7’-diol (SPINOL) and its derivatives have been demonstrated to be highly enantioselective chiral scaffolds for a number of useful bond-forming transformations. However, SPINOL-derived phosphoric acids, which constitute a large family of chiral organocatalysts, remain underexplored. In this presentation, the use of spirodiindanediol-based phosphoric acids as highly enantioselective chiral catalysts for asymmetric allylboration of aldehydes with pinacol allylboronates will be presented. Acknowledgments We thank the NIH and NSF for financial support. We also thank members of the Hu research group for their help and support.
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