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 …

“Boron Ylide” Enables Stereoselective Construction of gem‐Diborylcyclopropanes

T Fang, P Zhang, C Liu - Angewandte Chemie International …, 2024 - Wiley Online Library
The stereoselective cyclopropanation of olefins with “boron ylide” is disclosed for the first
time, providing a modular strategy for the synthesis of stereospecific diboryl‐functionalized …

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 …

Cyano migration-mediated radical-polar crossover cyclopropanation

Z Wang, Y Chen, J Li, C Zhu - Science China Chemistry, 2024 - Springer
We report a novel cyano migration-mediated radical-polar crossover process, whereby both
the sulfonylcyanation of aliphatic alkenes and the formation of cyclopropanes are …

Unlocking carbene reactivity by metallaphotoredox α-elimination

BT Boyle, NW Dow, CB Kelly, MC Bryan… - Nature, 2024 - nature.com
The ability to tame high-energy intermediates is critical for synthetic chemistry, enabling the
construction of complex molecules and propelling advances in the field of synthesis. Along …

4-Azaspiro [2.3] hexane, an Overlooked Piperidine Isostere: Multigram Synthesis and Physicochemical and Structural Evaluation

S Galavskyy, A Chernykh, O Liashuk… - The Journal of …, 2024 - ACS Publications
An expedient approach to the synthesis of 4-azaspiro [2.3] hexane derivatives is described.
The synthetic scheme consists of Tebbe olefination of N-Boc-protected 2-azetidinone …

Ketyl Radical Enabled Synthesis of Oxetanes

MR Gatazka, SG Parikh, KA Rykaczewski… - …, 2024 - thieme-connect.com
Oxetanes, 4-membered oxygen-containing heterocycles, were identified to have
pharmaceutical applications after the discovery of the chemotherapeutic drug taxol …

Flow electroreductive nickel-catalyzed cyclopropanation of alkenes using gem-dichloroalkanes

M Regnier, C Vega, D Ioannou, Z Zhang, T Noel - 2024 - chemrxiv.org
Cyclopropanes are valuable motifs in organic synthesis, widely featured in pharmaceuticals
and functional materials. Herein, we report an efficient electrochemical methodology for the …

Harnessing Radicals and Carbenes for CH and Alkene Functionalization

DTH Ngo - 2024 - search.proquest.com
Efficient and straightforward synthesis of complex molecules has always been a long-
standing aspiration and challenge in organic chemistry. To meet the ever-growing demand …

Introducing Type Ⅲ Metal Complex-Stabilized Olefin Radical Cation Induced Addition: A New Mechanism for Palladium-Catalyzed Wacker-Type Oxidation of Terminal …

L Gu - 2024 - chemrxiv.org
To expand the substrate scope of the recently named “Radical Cation Induced Addition
(RCIA)”, allowing functionalization of inactivated alkenes, the concept of “metal complex …