| Name | Mr. Stephen Motika |
|---|---|
| Organization | Chemistry Department at University of South Florida |
| Type | Poster |
| Topic | Organic Chemistry |
| Title | Recent advances in Homogenous Gold Catalysis: Constructing Carbon Heterocycles Containing Nitrogen-Boron Bonds |
| Author(s) | Stephen Motika; Xiaodong Shi |
| Author Location(s) | University of South Florida |
| Abstract | The combination of triazole/gold (TA-Au) and Cu(OTf)2 is identified as the optimal catalytic system for promoting intramolecular hydroboration for the synthesis of a six-membered cyclic amine–borane. Excellent yields (up to 95 %) and regioselectivities (5-exo vs. 6-endo) were achieved through catalyst control and sequential dilution. Good functional-group tolerance was attained, thus allowing the preparation of highly functionalized cyclic amine–borane substrates, which could not be achieved using other methods. Deuterium-labeling studies support the involvement of a hydride addition to a gold-activated alkyne with subsequent C−B bond formation |
American Chemical Society - Florida Section
