A major focus of the Leighton group has been the development of efficient, scalable and step-economical reactions towards our goal of expanding the structural variants of medicinally relevant non-aromatic polyketide natural products. Over the last few years the Leighton group has developed a novel mode of strained-silane Lewis acid activation with the use of weakly-coordinating anionic catalysts. Hyper-coordinate silicates with unprecedented levels of reactivity have facilitated previously unattainable late stage complex fragment couplings. A novel method of chiral anion catalyzed nucleophilic addition to α- and β-diketones has been explored. Finally, an operationally straightforward, efficient and direct β-ketoaldehyde allylation methodology will be discussed.
| Identifer | oai:union.ndltd.org:columbia.edu/oai:academiccommons.columbia.edu:10.7916/d8-m226-ry28 |
| Date | January 2020 |
| Creators | Hughes, Isaac |
| Source Sets | Columbia University |
| Language | English |
| Detected Language | English |
| Type | Theses |
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