Green Chemistry, Год журнала: 2024, Номер unknown
Опубликована: Янв. 1, 2024
NHC-catalyzed desymmetrization amidation of biaryl dialdehydes has been developed for NH-free axially chiral thiourea. Sequential kinetic resolution enhances the chirality induction strategy, expanding applicable scope.
Язык: Английский
Research, Год журнала: 2024, Номер 7
Опубликована: Янв. 1, 2024
A series of new targets containing 3 chiral elements central, orientational, and turbo chirality have been designed synthesized asymmetrically. The absolute configurations conformations these types were concurrently controlled by using sulfonimine auxiliary unambiguously determined x-ray diffraction analysis. These include alpha unnatural amino acid derivatives, which may play an important role for drug design, discovery, development. Three propellers framework are covalently connected to a C(sp
Язык: Английский
Процитировано
6
ACS Catalysis, Год журнала: 2024, Номер unknown, С. 14762 - 14768
Опубликована: Сен. 20, 2024
Язык: Английский
Процитировано
5
Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(45)
Опубликована: Июль 5, 2024
Abstract The objective of this study was to create artificial enzymes that capitalize on pnictogen bonding, a σ‐hole interaction is essentially absent in biocatalysis. For purpose, stibine catalysts were equipped with biotin derivative and combined streptavidin mutants identify an efficient transfer hydrogenation catalyst for the reduction fluorogenic quinoline substrate. Increased catalytic activity from wild‐type best coincides depth σ hole Sb(V) center, emergence saturation kinetic behavior. Michaelis–Menten analysis reveals transition‐state recognition low micromolar range, more than three orders magnitude stronger millimolar substrate recognition. Carboxylates preferred by contribute hydrogen‐bonded ion pairing anion‐π interactions emerging pyridinium product. challenging stereoselectivity aqueous systems further emphasizes compatibility bonding higher order catalysis.
Язык: Английский
Процитировано
4
Organic Letters, Год журнала: 2025, Номер unknown
Опубликована: Апрель 10, 2025
Chiral phospholane ligands and catalysts have been widely applied in asymmetric catalysis synthesis. However, the construction of chiral skeleton remains challenging primarily relies on use auxiliaries or resolution. In this work, a highly enantioselective diastereoselective synthesis P-stereogenic oxides has achieved through cobalt-catalyzed desymmetric hydroalkylation strategy. This method enables two discrete stereocenters with excellent yields enantiomeric excesses.
Язык: Английский
Процитировано
0
Advanced Synthesis & Catalysis, Год журнала: 2025, Номер unknown
Опубликована: Янв. 23, 2025
Abstract Imidazolium‐dithiocarboxylate zwitterions (NHC ⋅ CS 2 ), a novel organocatalyst that derived from N‐heterocyclic carbene (NHC), was used to activate cyclopropenones. Under the catalysis of 10 mol% NHC 2, range phenols, alcohols, primary and secondary amines react with cyclopropenones produce trisubstituted α , β ‐unsaturated esters amides in 46–95% yield. More than 68 products, including 7 natural product derivatives have been synthesized through this method. Mechanism study showed act as Lewis base C=C double bond trigger ring‐opening reaction. HRMS analysis indicated formation key adduct cyclopropenone. importantly, demonstrated completely different catalytic activity catalysts, latter one cannot catalyse these reactions.
Язык: Английский
Процитировано
0
Organic Letters, Год журнала: 2024, Номер unknown
Опубликована: Дек. 23, 2024
Although methods for synthesizing chiral phosphorus scaffolds are available, the potential of this molecular chirality remains largely unexplored. Herein, we present a remote desymmetrization prochiral biaryl phosphine oxides through an organocatalytic asymmetric arylation. This metal-free approach enables efficient synthesis wide range densely functionalized P(V)-stereogenic compounds with good to excellent yields and satisfactory enantioselectivities. Mechanistic studies reveal that hydrogen bonding ion-pairing interactions crucial achieving precise stereocontrol in transformation.
Язык: Английский
Процитировано
2
Angewandte Chemie, Год журнала: 2024, Номер 136(45)
Опубликована: Июль 5, 2024
Abstract The objective of this study was to create artificial enzymes that capitalize on pnictogen bonding, a σ‐hole interaction is essentially absent in biocatalysis. For purpose, stibine catalysts were equipped with biotin derivative and combined streptavidin mutants identify an efficient transfer hydrogenation catalyst for the reduction fluorogenic quinoline substrate. Increased catalytic activity from wild‐type best coincides depth σ hole Sb(V) center, emergence saturation kinetic behavior. Michaelis–Menten analysis reveals transition‐state recognition low micromolar range, more than three orders magnitude stronger millimolar substrate recognition. Carboxylates preferred by contribute hydrogen‐bonded ion pairing anion‐π interactions emerging pyridinium product. challenging stereoselectivity aqueous systems further emphasizes compatibility bonding higher order catalysis.
Язык: Английский
Процитировано
1
Green Chemistry, Год журнала: 2024, Номер unknown
Опубликована: Янв. 1, 2024
NHC-catalyzed desymmetrization amidation of biaryl dialdehydes has been developed for NH-free axially chiral thiourea. Sequential kinetic resolution enhances the chirality induction strategy, expanding applicable scope.
Язык: Английский
Процитировано
0