A5033478970- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Catalytic C–H Functionalization Methods
- Asymmetric Hydrogenation and Catalysis
- Cyclopropane Reaction Mechanisms
- Catalytic Cross-Coupling Reactions
- Asymmetric Synthesis and Catalysis
- Synthetic Organic Chemistry Methods
- Catalytic Alkyne Reactions
- Synthesis and Catalytic Reactions
- Synthesis and pharmacology of benzodiazepine derivatives
- Organometallic Complex Synthesis and Catalysis
University of Manchester
2021-2022
University of Toronto
2015-2019
Davenport University
2016
The first Pd-catalyzed dearomative indole bisfunctionalization via a diastereoselective arylcyanation is reported. This method facilitates the formation of diverse indoline scaffolds bearing congested stereocenters with high levels diastereoselectivity. also represents example cyanation mechanism involving 2° benzylic Pd(II) intermediate.
A nickel-catalyzed arylcyanation reaction for the synthesis of 3,3-disubstituted oxindoles has been developed. This method features a bench-stable precatalyst system and serves as an economical alternative to existing palladium-catalyzed arylcyanations described date. wide scope oxindole products were accessible in moderate good yields, rich chemistry newly installed nitrile functional group was demonstrated various derivatives.
Abstract While desymmetrizations by intermolecular asymmetric ring‐opening reactions of oxabicyclic alkenes with various nucleophiles have been reported over the past two decades, demonstration an intramolecular variant is unknown. Reported herein first rhodium‐catalyzed cycloisomerization meso ‐oxabicyclic tethered to bridgehead nucleophiles, thus providing access tricyclic scaffolds through a myriad enantioselective C−O, C−N, and C−C bond formations. Moreover, we also demonstrate unique...
Abstract Herein we describe a rhodium‐catalyzed enantioselective isomerization of meso‐oxabicyclic alkenes to 1,2‐naphthalene oxides. These potentially useful building blocks can be accessed in moderate excellent yields with impressive enantioselectivities. Additionally, experimental findings supported by preliminary computations suggest that ring‐opening reactions bridgehead disubstituted oxabicyclic proceed through the intermediacy these epoxides and may point kinetically thermodynamically...
The rhodium-catalyzed asymmetric ring opening reaction of oxabicyclic alkenes is shown to be an efficient method for synthesizing chiral heterocycles. We demonstrate that the pairwise combination catalyst with amino-acid-derived pronucleophiles results in a stereodivergent synthesis diastereomeric hydroxyesters. A favorable conformational preference induces subsequent lactonization one diastereomer leading highly enantioselective oxazinones.
Abstract While desymmetrizations by intermolecular asymmetric ring‐opening reactions of oxabicyclic alkenes with various nucleophiles have been reported over the past two decades, demonstration an intramolecular variant is unknown. Reported herein first rhodium‐catalyzed cycloisomerization meso ‐oxabicyclic tethered to bridgehead nucleophiles, thus providing access tricyclic scaffolds through a myriad enantioselective C−O, C−N, and C−C bond formations. Moreover, we also demonstrate unique...
Abstract Herein we describe a rhodium‐catalyzed enantioselective isomerization of meso‐oxabicyclic alkenes to 1,2‐naphthalene oxides. These potentially useful building blocks can be accessed in moderate excellent yields with impressive enantioselectivities. Additionally, experimental findings supported by preliminary computations suggest that ring‐opening reactions bridgehead disubstituted oxabicyclic proceed through the intermediacy these epoxides and may point kinetically thermodynamically...
Abstract The palladium‐catalyzed reaction of (o‐bromobenzoyl)indoles (I) and (VII) with Zn(CN) 2 gives rise to a variety 6‐oxo‐10b,11‐dihydro‐6H‐isoindolo[2,1‐a]indoles (III) (VIII), resp., good high diastereoselectivities.