A5088175159- Axial and Atropisomeric Chirality Synthesis
- Molecular spectroscopy and chirality
- Plant and Fungal Species Descriptions
- Catalytic C–H Functionalization Methods
- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Synthesis and Catalytic Reactions
- Crystallography and molecular interactions
- Marine Sponges and Natural Products
- Polyamine Metabolism and Applications
- Vanadium and Halogenation Chemistry
- Radical Photochemical Reactions
- Catalytic Cross-Coupling Reactions
- Microbial Natural Products and Biosynthesis
New Frontier
2024
Boston University
2024
Frontier Medicines (United States)
2024
University of Oxford
2021-2022
Vertex Pharmaceuticals (United States)
2020
University of Alberta
2015
Werner syndrome protein (WRN) is a multifunctional enzyme with helicase, ATPase, and exonuclease activities that are necessary for numerous DNA-related transactions in the human cell. Recent studies identified WRN as synthetic lethal target cancers characterized by genomic microsatellite instability resulting from defects DNA mismatch repair pathways. WRN's helicase activity essential viability of these high (MSI-H) thus presents therapeutic opportunity. To this end, we developed multiplexed...
The isolation and total synthesis of the antimicrobial lipopeptide cerexin A1 is reported. This includes preparation orthogonally protected γ-hydroxylysine, utilizing a nitrile Reformatsky-type reaction as key step to yield both diastereomers more efficiently than previously reported methods. configuration β-hydroxyl in lipid tail was determined by use modified Ohrui–Akasaka approach. Furthermore, new analogues from Bacillus mycoides ATCC 21929 were isolated characterized, revealing an...
(Hetero)biaryls are fundamental building blocks in the pharmaceutical industry and rapid access to these scaffolds is imperative for success of numerous medicinal chemistry campaigns. Herein, a highly general, mild, chemoselective reductive cross-electrophile coupling between (hetero)aryl iodides heteroaryl bromides reported. By employing more reactive halides, broad range successful substrates (45 examples) were identified. The reaction was also found be C(sp
A direct, stereocontrolled synthesis of acyclic α-chloroenamides is presented. Our methodology showed good yields and substrate scope. Mechanistic insights are provided that account for the high levels stereoselectivity reported. Subsequent synthetic manipulation provides direct entry to polyfunctionalized enamides, compounds wide use in organic chemistry pharmaceutical industry.
Heterobiaryl compounds that exhibit axial chirality are of increasing value and interest across several fields, but direct oxidative methods for their enantioselective synthesis elusive. Here we disclose an iron catalyst in the presence a chiral PyBOX ligand oxidant enables coupling between naphthols indoles to yield atropisomeric heterobiaryl with high levels enantioselectivity. The reaction exhibits remarkable chemoselectivity exclusively yields cross-coupled products without competing...
Heterobiaryl compounds that exhibit axial chirality are of increasing value and interest across several fields, but direct oxidative methods for their enantioselective synthesis elusive. Here we disclose an iron catalyst in the presence a chiral PyBOX ligand oxidant enables coupling between naphthols indoles to yield atropisomeric heterobiaryl with high levels enantioselectivity. The reaction exhibits remarkable chemoselectivity exclusively yields cross-coupled products without competing...
Heterobiaryl compounds that exhibit axial chirality are of increasing value and interest across several fields, but direct oxidative methods for their enantioselective synthesis elusive. Here we disclose an iron catalyst in the presence a chiral PyBOX ligand oxidant enables coupling between naphthols indoles to yield atropisomeric heterobiaryl with high levels enantioselectivity. The reaction exhibits remarkable chemoselectivity exclusively yields cross-coupled products without competing...
Heterobiaryl compounds that exhibit axial chirality are of increasing value and interest across several fields, but direct oxidative methods for their enantioselective synthesis elusive. Here we disclose an iron catalyst in the presence a chiral PyBOX ligand oxidant enables coupling between naphthols indoles to yield atropisomeric heterobiaryl with high levels enantioselectivity. The reaction exhibits remarkable chemoselectivity exclusively yields cross-coupled products without competing...