Modern approaches for asymmetric construction of carbon–fluorine quaternary stereogenic centers: synthetic challenges and pharmaceutical needs

Y Zhu, J Han, J Wang, N Shibata, M Sodeoka… - Chemical …, 2018 - ACS Publications
New methods for preparation of tailor-made fluorine-containing compounds are in extremely
high demand in nearly every sector of chemical industry. The asymmetric construction of …

Transition‐Metal‐Catalyzed Monofluoroalkylation: Strategies for the Synthesis of Alkyl Fluorides by C− C Bond Formation

TW Butcher, WM Amberg… - Angewandte Chemie …, 2022 - Wiley Online Library
Alkyl fluorides modulate the conformation, lipophilicity, metabolic stability, and pKa of
compounds containing aliphatic motifs and, therefore, have been valuable for medicinal …

Catalytic enantioselective α-arylation of carbonyl enolates and related compounds

YJ Hao, XS Hu, Y Zhou, J Zhou, JS Yu - ACS Catalysis, 2019 - ACS Publications
Optically active α-arylation carbonyl units are widely present in a wide variety of drugs,
bioactive natural products, and valuable pharmacologically active molecules. Catalytic …

Pd/Cu‐Catalyzed enantioselective sequential heck/sonogashira coupling: Asymmetric synthesis of oxindoles containing trifluoromethylated quaternary stereogenic …

X Bai, C Wu, S Ge, Y Lu - Angewandte Chemie International …, 2020 - Wiley Online Library
An asymmetric palladium and copper co‐catalyzed Heck/Sonogashira reaction between o‐
iodoacrylanilides and terminal alkynes to synthesize chiral oxindoles was developed. In …

Tetrasubstituted carbon stereocenters via copper-catalyzed asymmetric Sonogashira coupling reactions with cyclic gem-dihaloketones and tertiary α-carbonyl …

X Mo, H Huang, G Zhang - ACS Catalysis, 2022 - ACS Publications
The construction of chiral tetrasubstituted carbon stereocenters is an ongoing challenge in
synthetic organic chemistry due to its prevalence in multiple disciplines. One efficient …

Atom recombination of difluorocarbene enables 3-fluorinated oxindoles from 2-aminoarylketones

G Zhang, Q Shi, M Hou, K Yang, S Wang… - CCS …, 2022 - chinesechemsoc.org
Contrary to the traditional implementation as a difluoromethyl group and recently disclosed
role of C1 synthons in synthetic organic chemistry, difluorocarbene (: CF2) is reported herein …

Recent advances in the application of ligands in palladium-catalyzed chemoselective coupling reactions at C–Br, C–OTf, and C–Cl sites

SS Ng, WH Pang, OY Yuen, CM So - Organic Chemistry Frontiers, 2023 - pubs.rsc.org
This article provides an overview of the development of palladium-catalyzed coupling
reactions and the effects of ligand properties on the chemoselectivity of aryl (pseudo) …

Transition-metal-free α-arylation of oxindoles vi a visible-light-promoted electron transfer

K Liang, N Li, Y Zhang, T Li, C Xia - Chemical Science, 2019 - pubs.rsc.org
An operationally simple photochemical strategy for the direct arylation of oxindoles with
(hetero) aryl halides in the absence of both transition metals and photoredox catalysts has …

Palladium/TY‐Phos‐Catalyzed Asymmetric Intermolecular α‐Arylation of Aldehydes with Aryl Bromides

Z Pan, W Li, S Zhu, F Liu, HH Wu… - Angewandte Chemie …, 2021 - Wiley Online Library
Despite much progress has been made in the asymmetric α‐arylation reactions of cyclic
ketones, lactones and lactams, the enantioselective α‐arylation of acyclic carbonyl …

Enantioselective synthesis of gem-diarylalkanes by transition metal-catalyzed asymmetric arylations (TMCAAr)

T Jia, P Cao, J Liao - Chemical Science, 2018 - pubs.rsc.org
Chiral gem (1, 1)-diaryl containing tertiary or quaternary stereogenic centers are present in
many natural products and important pharmacophores. While numerous catalytic …