Catalytic Asymmetric Cyclopropanations with Nonstabilized Carbenes

KE Berger, RJ Martinez, J Zhou… - Journal of the American …, 2023 - ACS Publications
Cyclopropanes are common building blocks in pharmaceuticals, agrochemicals, and
organic materials. The most general methods for the synthesis of chiral cyclopropanes are …

Catalytic Olefin Cyclopropanation with In Situ-Generated Dialkyl Diazomethanes via Co (II)-Based Metalloradical Catalysis

BG Cai, C Empel, S Jana, J Xuan, RM Koenigs - ACS Catalysis, 2023 - ACS Publications
The synthesis of dialkyl-substituted cyclopropanes is an important challenge in synthesis
with applications in drug discovery and agrochemistry. Herein, we report on the synthesis of …

Redox Approaches to Carbene Generation in Catalytic Cyclopropanation Reactions

M Liu, C Uyeda - Angewandte Chemie International Edition, 2024 - Wiley Online Library
Transition metal‐catalyzed carbene transfer reactions have a century‐old history in organic
chemistry and are a primary method for the synthesis of cyclopropanes. Much of the work in …

Efficient Synthesis of Orphaned Cyclopropanes Using Sulfones as Carbene Equivalents

JD Johnson, CR Teeples, NR Akkawi… - Journal of the …, 2022 - ACS Publications
Small molecules containing 1, 1-dimethylcyclopropanes are prevalent throughout nature but
are difficult to synthesize using state-of-the-art metal-catalyzed carbene transfer methods …

Cyclopropanation of unactivated alkenes with non-stabilized iron carbenes

BM DeMuynck, L Zhang, EK Ralph, DA Nagib - Chem, 2024 - cell.com
Cyclopropanes are ubiquitous in medicines, yet robust synthetic access to a wide range of
sterically and electronically diverse analogs remains a challenge. To address the synthetic …

Vitamin B12‐Photocatalyzed Cyclopropanation of Electron‐Deficient Alkenes Using Dichloromethane as the Methylene Source**

JHG Teye‐Kau, MJ Ayodele… - Angewandte Chemie …, 2024 - Wiley Online Library
The cyclopropyl group is of great importance in medicinal chemistry, as it can be leveraged
to influence a range of pharmaceutical properties in drug molecules. This report describes a …

Visible light-mediated polychlorination of alkenes via the dichloromethyl radical generated by chloroform and chlorides

C Wu, X Hui, D Zhang, M Zhang, Y Zhu, S Wang - Green Chemistry, 2022 - pubs.rsc.org
We report a novel visible light-mediated protocol for polychlorination of alkenes by
employing commercially available bulk chemicals, chloroform and chlorides. This …

Catalytic Diastereo‐ and Enantioselective Cyclopropanation of gem‐Dihaloalkanes and Terminal Olefins

HL Liu, X Wang, K Gao, Z Wang - … Chemie International Edition, 2023 - Wiley Online Library
Chiral cyclopropane derivatives are essential in synthetic chemistry and drug discovery.
Their synthesis commonly relies on asymmetric cyclopropanation of diazo compounds …

Cyclopropanation with Non-Stabilized Carbenes via Ketyl Radicals

DT Ngo, JJA Garwood, DA Nagib - Journal of the American …, 2024 - ACS Publications
A radical mechanism enables simple and robust access to nonstabilized, alkyl iron carbenes
for novel (2+ 1) cycloadditions. This Fe-catalyzed strategy employs simple, aliphatic …

Bioinspired intramolecular spirocyclopropanation of quinones as an interrupted photoredox process

AA Fadeev, D Bím, I Císařová, M Kotora - Organic Chemistry Frontiers, 2024 - pubs.rsc.org
Intramolecular photoreactions of quinones can be interrupted by proton transfer using small
molecules, such as trimethylamine N-oxide. This interruption de-excites the reactive …