Reports: G1 47843-G1: Development of Chiral Lewis Base as Novel Nucleophilic Catalysts and Their Application in Asymmetric Synthesis

Xiaodong Shi, West Virginia University

During the proposed time period, PI's group discovered the novel Lewis-base catalyzed nitroalkene activation and applied this new reaction mode into the preparation of complex organic molecules that extended the value the petroleum products. These transformations include the one-step synthesis of piperidine, isoxazoline-N-oxide, dihydrofuran. These transformations gave the complex products in good yields and excellent stereoselectivity. Extension of this strategy allowed the formation of 4,5-disubsitututed 1,2,3-NH-triazoles, which later were applied into the coordination with transition metal. Unique reactivity was obtained for the triazole bound Rh, Ir, B and Au complexes that allowed the discovery of new methods to further extend the complexity of organic compounds and extend the value of petroleum products.

 
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