Stereoelectronic power of oxygen in control of chemical reactivity: the anomeric effect is not alone

IV Alabugin, L Kuhn, MG Medvedev… - Chemical Society …, 2021 - pubs.rsc.org
Although carbon is the central element of organic chemistry, oxygen is the central element of
stereoelectronic control in organic chemistry. Generally, a molecule with a C–O bond has …

Radicals: reactive intermediates with translational potential

M Yan, JC Lo, JT Edwards… - Journal of the American …, 2016 - ACS Publications
This Perspective illustrates the defining characteristics of free radical chemistry, beginning
with its rich and storied history. Studies from our laboratory are discussed along with recent …

Intercepting hydrogen evolution with hydrogen-atom transfer: electron-initiated hydrofunctionalization of alkenes

X Wu, CN Gannett, J Liu, R Zeng… - Journal of the …, 2022 - ACS Publications
Hydrogen-atom transfer mediated by earth-abundant transition-metal hydrides (M-Hs) has
emerged as a powerful tool in organic synthesis. Current methods to generate M-Hs most …

Mn-, Fe-, and Co-catalyzed radical hydrofunctionalizations of olefins

SWM Crossley, C Obradors, RM Martinez… - Chemical …, 2016 - ACS Publications
Cofactor-mimetic aerobic oxidation has conceptually merged with catalysis of syngas
reactions to form a wide range of Markovnikov-selective olefin radical …

Navigating the chiral pool in the total synthesis of complex terpene natural products

ZG Brill, ML Condakes, CP Ting, TJ Maimone - Chemical reviews, 2017 - ACS Publications
The pool of abundant chiral terpene building blocks (ie,“chiral pool terpenes”) has long
served as a starting point for the chemical synthesis of complex natural products, including …

Radical cascade reactions triggered by single electron transfer

MP Plesniak, HM Huang, DJ Procter - Nature Reviews Chemistry, 2017 - nature.com
The rapid generation of molecular complexity from simple starting materials is of paramount
importance in synthetic chemistry. The unique combination of high reactivity and high …

Methods utilizing first-row transition metals in natural product total synthesis

JE Zweig, DE Kim, TR Newhouse - Chemical Reviews, 2017 - ACS Publications
First-row transition-metal-mediated reactions constitute an important and growing area of
research due to the low cost, low toxicity, and exceptional synthetic versatility of these …

Ph(i-PrO)SiH2: An Exceptional Reductant for Metal-Catalyzed Hydrogen Atom Transfers

C Obradors, RM Martinez… - Journal of the American …, 2016 - ACS Publications
We report the discovery of an outstanding reductant for metal-catalyzed radical
hydrofunctionalization reactions. Observations of unexpected silane solvolysis distributions …

Total synthesis of verruculogen and fumitremorgin A enabled by ligand-controlled C–H borylation

Y Feng, D Holte, J Zoller, S Umemiya… - Journal of the …, 2015 - ACS Publications
Verruculogen and fumitremorgin A are bioactive alkaloids that contain a unique eight-
membered endoperoxide. Although related natural products such as fumitremorgins B and …

[HTML][HTML] Late-stage modification of bioactive compounds: Improving druggability through efficient molecular editing

T Huo, X Zhao, Z Cheng, J Wei, M Zhu, X Dou… - … Pharmaceutica Sinica B, 2024 - Elsevier
Synthetic chemistry plays an indispensable role in drug discovery, contributing to hit
compounds identification, lead compounds optimization, candidate drugs preparation, and …