Expanding Silane-Mediated Coupling Methodologies for the Formation of Medicinally Relevant Structural Motifs
By: Isaac Hughes
Publisher: [publisher not identified]
Published: 2020
Place of publication: [New York, N.Y.?]
Language: eng
Description: 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.
Notes: Department: Chemistry.

Thesis advisor: James L. Leighton.

Thesis (Ph.D.)--Columbia University, 2020.