Modern approaches for asymmetric construction of carbon–fluorine quaternary stereogenic centers: synthetic challenges and pharmaceutical needs
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 …
high demand in nearly every sector of chemical industry. The asymmetric construction of …
Catalytic asymmetric synthesis of hetero-substituted oxindoles
R Dalpozzo - Organic Chemistry Frontiers, 2017 - pubs.rsc.org
Chiral disubstituted oxindoles represent an important family of bioactive molecules. The
construction of asymmetric quaternary carbon in the cyclopentane ring is therefore a …
construction of asymmetric quaternary carbon in the cyclopentane ring is therefore a …
Pd/Cu‐Catalyzed enantioselective sequential heck/sonogashira coupling: Asymmetric synthesis of oxindoles containing trifluoromethylated quaternary stereogenic …
An asymmetric palladium and copper co‐catalyzed Heck/Sonogashira reaction between o‐
iodoacrylanilides and terminal alkynes to synthesize chiral oxindoles was developed. In …
iodoacrylanilides and terminal alkynes to synthesize chiral oxindoles was developed. In …
Catalytic enantioselective and diastereoselective allylic alkylation with fluoroenolates: efficient access to C3‐fluorinated and all‐carbon quaternary oxindoles
K Balaraman, C Wolf - Angewandte Chemie International …, 2017 - Wiley Online Library
Abstract Synthetically versatile 3, 3‐disubstituted fluorooxindoles exhibiting vicinal chirality
centers were obtained in high yields and with excellent enantio‐, diastereo‐, and …
centers were obtained in high yields and with excellent enantio‐, diastereo‐, and …
Enantioselective synthesis of 3-fluoro-3-allyl-oxindoles via phosphine-catalyzed asymmetric γ-addition of 3-fluoro-oxindoles to 2, 3-butadienoates
The first phosphine-catalyzed enantioselective γ-addition of 3-fluoro-oxindoles to 2, 3-
butadienoates has been developed. A range of 3-fluoro-substituted oxindole substrates …
butadienoates has been developed. A range of 3-fluoro-substituted oxindole substrates …
Synthesis of oxindoles bearing a stereogenic 3-fluorinated carbon center from 3-fluorooxindoles
YL Liu, XP Wang, J Wei, Y Li - Organic & Biomolecular Chemistry, 2022 - pubs.rsc.org
3, 3-Disubstituted oxindoles bearing a stereogenic 3-fluorinated carbon center are
privileged structural motifs present in many bioactive molecules. The straightforward …
privileged structural motifs present in many bioactive molecules. The straightforward …
Palladium-catalyzed, enantioselective α-arylation of α-fluorooxindoles
Transition-metal-catalyzed asymmetric α-arylation of carbonyl compounds is a widely
studied method for C–C bond formation. Recently, the α-arylation of α-fluoro ketones has …
studied method for C–C bond formation. Recently, the α-arylation of α-fluoro ketones has …
Recent progress on the synthesis of chiral sulfones
Y Huang, J Li, H Chen, Z He, Q Zeng - The Chemical Record, 2021 - Wiley Online Library
Chiral sulfones extensively exist in drugs, agricultural chemicals, chiral organic
intermediates, and functional materials. Their importance causes the rapid development of …
intermediates, and functional materials. Their importance causes the rapid development of …
Enantioselective Mannich Reactions of 3-Fluorooxindoles with Cyclic N-Sulfamidate Aldimines
J Zhao, Y Li, LY Chen, X Ren - The Journal of Organic Chemistry, 2019 - ACS Publications
Both the 3-fluorooxindole and cyclic sulfamidate frameworks are important in medicinal
chemistry owing to their associated biological activities. We report an approach accessing 3 …
chemistry owing to their associated biological activities. We report an approach accessing 3 …
Asymmetric synthesis of α-fluoro-β-amino-oxindoles with tetrasubstituted c–f stereogenic centers via cooperative cation-binding catalysis
Biologically relevant chiral 3, 3-disubstituted oxindole products containing a β-fluoroamine
unit are obtained in high yields and with excellent stereoselectivity (up to 99% ee, dr> 20: 1 …
unit are obtained in high yields and with excellent stereoselectivity (up to 99% ee, dr> 20: 1 …