1.4 Recent Developments in Enantioselective Fluorination DOI
Satoru Arimitsu, Dominique Cahard

Published: Jan. 1, 2024

Abstract This review describes the main advances in enantioselective fluorination over last decade, while also recalling early developments this area. Three strategies have been employed to achieve concomitant introduction of a fluorine atom by C(sp3)—F bond formation with stereocon-trol at same carbon center: (1) use chiral fluorinating agents, (2) diverse organocatalytic approaches, and (3) transition-metal-catalyzed fluorinations. These complementary ap-ply both electrophilic nucleophilic

Language: Английский

Recent Progress on NHC‐Catalyzed 1,6‐Conjugate Addition Reactions DOI
Jun Sun, Shichun Jiang,

Yonggui Liu

et al.

The Chemical Record, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 17, 2024

Abstract As a significant variant of the Michael reaction, 1,6‐addition reaction has undergone considerable development over past decade. This effective strategy enables synthesis variety novel and potentially bioactive functional molecules. In this review, we summarize recent progress in NHC‐catalyzed reactions, highlighting their efficiency rapid complex We also provide our perspectives on future dynamic highly active research area.

Language: Английский

Citations

0

Efficient Synthesis of Hydrobenzoin through NHC Catalysis: A Sustainable Approach for C−C Bond Formation DOI
Deepika Sharma,

G. Mahantesh,

Marappan Pradeep Kumar

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(40)

Published: Oct. 1, 2024

Abstract A facile and practical one‐pot synthesis of hydrobenzoin has been developed from the readily available aromatic aldehydes, under NHC catalysis. Basically, present research elucidates a novel, sustainable approach for hydrobenzoin, capitalizing on catalytic prowess N‐heterocyclic carbene (NHC) utilizing sodium borohydride (NaBH 4 ) as an effective reducing partner in this conversion. By harnessing unique reactivity NHCs, methodology enables efficient formation C−C bonds, leading to streamlined with high yields while tolerating various functional groups. Furthermore, system offers notable advantages terms atom economy, mild reaction conditions, operational simplicity, making it promising strategy chemical synthesis. The detailed mechanistic insights provided herein shed light underlying pathways, facilitating deeper understanding mechanism. Overall, study underscores significant potential catalysis versatile tool valuable organic compounds, thereby contributing advancement green chemistry principles pursuit environmentally benign processes.

Language: Английский

Citations

0

Stereoselective Radical Acylfluoroalkylation of Bicyclobutanes via N‐Heterocyclic Carbene Catalysis DOI

Chuyu Xiao,

Jing‐Ran Shan,

Wen‐Deng Liu

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 14, 2024

Abstract Cyclobutanes are prominent structural components in natural products and drug molecules. With the advent of strain‐release‐driven synthesis, ring‐opening reactions bicyclo[1.1.0]butanes (BCBs) provide an attractive pathway to construct these three‐dimensional structures. However, stereoselective difunctionalization central C−C σ‐bonds remains challenging. Reported herein is a covalent‐based organocatalytic strategy that exploits radical NHC catalysis achieve diastereoselective acylfluoroalkylation BCBs under mild conditions. The Breslow enolate acts as single electron donor provides NHC‐bound ketyl with appropriate steric hindrance, which effectively distinguishes between two faces transient cyclobutyl radicals. This operationally simple method tolerates various fluoroalkyl reagents common functional groups, providing straightforward access polysubstituted cyclobutanes (75 examples, up >19 : 1 d.r.). combined experimental theoretical investigations this system confirm formation NHC‐derived understanding how radical‐radical coupling occurs.

Language: Английский

Citations

0

Copper-Catalyzed Difluoromethylation of Alkenyl Thianthrenium Salts DOI

Zhibin Du,

Wenbo Gong,

Shiyu Yuan

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 5, 2024

We have developed a novel and straightforward protocol that facilitates the transformation of alkenylsulfonium salts leading to direct synthesis

Language: Английский

Citations

0

1.4 Recent Developments in Enantioselective Fluorination DOI
Satoru Arimitsu, Dominique Cahard

Published: Jan. 1, 2024

Abstract This review describes the main advances in enantioselective fluorination over last decade, while also recalling early developments this area. Three strategies have been employed to achieve concomitant introduction of a fluorine atom by C(sp3)—F bond formation with stereocon-trol at same carbon center: (1) use chiral fluorinating agents, (2) diverse organocatalytic approaches, and (3) transition-metal-catalyzed fluorinations. These complementary ap-ply both electrophilic nucleophilic

Language: Английский

Citations

0