Thursday, January 30, 1:00-2:00, NHB 1.720
City College of New York
ABSTRACT: The development of transition metal-catalyzed cross-coupling reactions has greatly influenced the manner in which the synthesis of complex organic molecules is approached. A wide variety of methods are now available for the formation of C(sp2)–C(sp2) bonds, and more recent work has focused on the use of C(sp3) electrophiles and nucleophiles. However, the use of secondary alkyl nucleophiles in cross-coupling reactions remains an outstanding challenge because of slow alkyl transmetallation and the tendency of alkyl groups to isomerize under the reaction conditions. In principle, cross-coupling reactions that employ enantioenriched secondary alkyl nucleophiles can proceed in an enantiospecific manner where the original stereochemistry is transferred to the coupling product. This constitutes a novel approach to the preparation of enantioenriched molecules in which stereochemistry is introduced prior to direct reaction at a stereocenter. In this seminar, we will describe new methods for the use of configurationally stable, optically active alkyltin and alkylboron nucleophiles in enantiospecific Pd-catalyzed cross-coupling reactions. Such processes enable the rapid generation of libraries of non-racemic drug candidates from a single optically active precursor.
h-index: 16 Total Articles: 23 Total Citations: 1730 (Web of Science, Jan. 2020)
Tuesday, January 21, 2:00-3:00, NHB 1.720
University of Michigan
Abstract: Natural sources, such as plants, fungi and microbes, have historically provided compounds with potent pharmaceutical properties. While it can be challenging to build complex natural products in a lab using existing chemistry methods, Nature has perfected these biosynthetic pathways. The work described leverages the power of Nature’s tools for building complex molecules to synthesize novel molecules with therapeutic potential. The reactivity and selectivity of enzymes from natural product pathways are often unparalleled in existing chemical methods. Enzymes with potential synthetic utility are used as a starting point for engineering biocatalysts with (1) broad substrate scope, (2) high catalytic efficiency, and (3) exquisite site- and stereoselectivity. These biocatalytic methods are employed to efficiently synthesize biologically active complex molecules.
h-index: 11 Total Articles: 21 Total Citations: 508 (Web of Science, Dec. 2019)
h-index: 15 Total Citations: 1055 (Google Scholar Citations, Dec. 2019)
Monday, January 13, 3:30pm - 4:30pm, WEL 2.122
Postdoctoral Researcher - NIH Ruth L. Kirschstein NRSA Postdoctoral Fellowship
PhD MIT, 2017 (Buchwald)
We repurpose diverse existing proteins and their promiscuous functions for new chemistries, generate catalysts for ncAA formation, and design new ML-based approaches for directed evolution.
h-index: 21 Total Citations: 1533 (Google Scholar Citations, Dec. 2019)
This work is licensed under a Creative Commons Attribution-NonCommercial 2.0 Generic License.