HFIP in organic synthesis

HF Motiwala, AM Armaly, JG Cacioppo… - Chemical …, 2022 - ACS Publications
1, 1, 1, 3, 3, 3-Hexafluoroisopropanol (HFIP) is a polar, strongly hydrogen bond-donating
solvent that has found numerous uses in organic synthesis due to its ability to stabilize ionic …

Fluorinated alcohols: magic reaction medium and promoters for organic synthesis

XD An, J Xiao - The Chemical Record, 2020 - Wiley Online Library
Fluorinated alcohols have been widely used in the synthetic organic chemistry over the past
decades. The unique properties such as the strong hydrogen‐bonding donor ability and low …

Recent progress toward the construction of axially chiral molecules catalyzed by an N-heterocyclic carbene

J Wang, C Zhao, J Wang - ACS Catalysis, 2021 - ACS Publications
Axial chirality widely exists in natural products, pharmaceutical compounds, and other
functional molecules; these axially chiral compounds also find wide utility as catalysts or …

Organocatalytic diastereo-and atroposelective construction of N–N axially chiral pyrroles and indoles

SJ Wang, X Wang, X Xin, S Zhang, H Yang… - Nature …, 2024 - nature.com
The construction of N–N axially chiral motifs is an important research topic, owing to their
wide occurrence in natural products, pharmaceuticals and chiral ligands. One efficient …

Diastereo-and atroposelective synthesis of bridged biaryls bearing an eight-membered lactone through an organocatalytic cascade

S Lu, JY Ong, H Yang, SB Poh, X Liew… - Journal of the …, 2019 - ACS Publications
We present herein an unprecedented stereoselective synthesis of bridged biaryls with
defined axial and central chirality from readily available starting materials. This N …

[HTML][HTML] Asymmetric reactions of N-heterocyclic carbene (NHC)-based chiral acyl azoliums and azolium enolates

C Zhao, SA Blaszczyk, J Wang - Green Synthesis and Catalysis, 2021 - Elsevier
N-Heterocyclic carbene (NHC) organocatalysis has been recognized as a powerful synthetic
strategy for the construction of a wide variety of medicinally and biologically important …

Catalytic enantioselective construction of sulfur-containing tetrasubstituted carbon stereocenters

JS Yu, HM Huang, PG Ding, XS Hu, F Zhou… - ACS Catalysis, 2016 - ACS Publications
Sulfur-containing tetrasubstituted carbon stereocenters are widely present in natural
products, drugs, and biologically active compounds. Catalytic enantioselective construction …

SuFEx Reactions of Sulfonyl Fluorides, Fluorosulfates, and Sulfamoyl Fluorides Catalyzed by N-Heterocyclic Carbenes

M Lin, J Luo, Y Xie, G Du, Z Cai, B Dai, L He - ACS Catalysis, 2023 - ACS Publications
Sulfur (VI) fluoride exchange (SuFEx) click chemistry provides a powerful tool for the rapid
assembly of modular connections. Herein, we report an organocatalytic SuFEx reaction of …

Photo‐biocatalytic one‐pot cascades for the enantioselective synthesis of 1, 3‐mercaptoalkanol volatile sulfur compounds

K Lauder, A Toscani, Y Qi, J Lim… - Angewandte …, 2018 - Wiley Online Library
The synthesis of enantiomerically pure 1, 3‐mercaptoalkanol volatile sulfur compounds
through a one‐pot photo‐biocatalytic cascade reaction is described. Two new KRED …

The importance of N-heterocyclic carbene basicity in organocatalysis

N Wang, J Xu, JK Lee - Organic & Biomolecular Chemistry, 2018 - pubs.rsc.org
N-Heterocyclic carbenes (NHCs) are versatile species that figure prominently as catalysts.
Despite their widespread use in organocatalysis, studies of the relationship between the …