Discovery of enantio- and site-selective peptide-based catalysts for the phosphorylation, acetylation, and deoxygenation of alcohols
Abstract
The discovery of highly selective enantiodivergent peptide-based phosphorylation catalysts through the screening of both random and directed combinatorial libraries is described. These catalysts are employed in the asymmetric syntheses of a variety of inositol phosphates including several deoxygenated analogs. Preliminary mechanistic analysis of these catalysts including computational structure determination and initial kinetic experimentation is also presented. The development of a peptide catalyzed thioxoesterification reaction for potential use in the enantio- and site-selective deoxygenation of alcohols is also described herein. Finally, introductory studies directed toward the site-selective acetylation of apoptolidin are discussed highlighting the differences in product distribution obtained with various peptide catalysts.
Recommended Citation
Adam John Morgan,
"Discovery of enantio- and site-selective peptide-based catalysts for the phosphorylation, acetylation, and deoxygenation of alcohols"
(January 1, 2006).
Boston College Dissertations and Theses.
Paper AAI3221271.
http://escholarship.bc.edu/dissertations/AAI3221271
View More
