Transition-Metal Catalysis of Nucleophilic Substitution Reactions: A Radical Alternative to SN1 and SN2 Processes

GC Fu - ACS central science, 2017 - ACS Publications
Classical methods for achieving nucleophilic substitutions of alkyl electrophiles (SN1 and
SN2) have limited scope and are not generally amenable to enantioselective variants that …

Hydrogen atom transfer (HAT): a versatile strategy for substrate activation in photocatalyzed organic synthesis

L Capaldo, D Ravelli - European journal of organic chemistry, 2017 - Wiley Online Library
The adoption of hydrogen atom transfer (HAT) in a photocatalytic approach, in which an
excited catalyst is responsible for substrate activation, offers unique opportunities in organic …

Photoinduced, copper-catalyzed decarboxylative C–N coupling to generate protected amines: an alternative to the Curtius rearrangement

W Zhao, RP Wurz, JC Peters, GC Fu - Journal of the American …, 2017 - ACS Publications
The Curtius rearrangement is a classic, powerful method for converting carboxylic acids into
protected amines, but its widespread use is impeded by safety issues (the need to handle …

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 …

Asymmetric radical cyclopropanation of alkenes with in situ-generated donor-substituted diazo reagents via Co (II)-based metalloradical catalysis

Y Wang, X Wen, X Cui, L Wojtas… - Journal of the American …, 2017 - ACS Publications
Donor-substituted diazo reagents, generated in situ from sulfonyl hydrazones in the
presence of base, can serve as suitable radical precursors for Co (II)-based metalloradical …

Wavelength-dependent photochemistry of oxime ester photoinitiators

DE Fast, A Lauer, JP Menzel, AM Kelterer… - …, 2017 - ACS Publications
The design of efficient radical photoinitiating systems requires a systematic and detailed
evaluation of their photochemical characteristics. Correlating absorbance and the …

Divergent Iron‐Catalyzed Coupling of O‐Acyloximes with Silyl Enol Ethers

HB Yang, N Selander - Chemistry–A European Journal, 2017 - Wiley Online Library
An iron‐catalyzed coupling reaction of O‐acyloximes and O‐benzoyl amidoximes with silyl
enol ethers is reported. The protocol provides access to functionalized pyrroles, 1, 6 …

A Lewis base catalysis approach for the photoredox activation of boronic acids and esters

F Lima, UK Sharma, L Grunenberg… - Angewandte Chemie …, 2017 - Wiley Online Library
We report herein the use of a dual catalytic system comprising a Lewis base catalyst such as
quinuclidin‐3‐ol or 4‐dimethylaminopyridine and a photoredox catalyst to generate carbon …

Silver‐Based Radical Reactions: Development and Insights

G Fang, X Cong, G Zanoni, Q Liu… - Advanced Synthesis & …, 2017 - Wiley Online Library
Silver‐mediated reactions have recently emerged as a frontier area in organic chemistry.
Indeed, the remarkable property of silver as a single‐electron oxidant has led to its …

Transition-metal-free decarboxylative iodination: new routes for decarboxylative oxidative cross-couplings

GJP Perry, JM Quibell, A Panigrahi… - Journal of the American …, 2017 - ACS Publications
Constructing products of high synthetic value from inexpensive and abundant starting
materials is of great importance. Aryl iodides are essential building blocks for the synthesis …