Catalyst-Controlled Divergent Cyclopropene Hydroselenation DOI
Chen Cui, Qi Li, Zhen Wang

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 8855 - 8864

Published: May 11, 2025

Language: Английский

Organocatalytic Atroposelective Hydroselenation of Alkynes To Access Axially Chiral Vinyl Selenides DOI

Yi-Xin Wang,

Jing-Run Wang,

Chen Cui

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 4051 - 4060

Published: Feb. 20, 2025

Language: Английский

Citations

1
Chiral sulfide and achiral sulfonic acid cocatalyzed enantioselective electrophilic tandem selenylation semipinacol rearrangement of allenols DOI Creative Commons

Ren‐Fei Cao,

Ruirui Su,

Zhiwei Wei

et al.

Nature Communications, Journal Year: 2025, Volume and Issue: 16(1)

Published: March 3, 2025

A highly enantioselective electrophilic selenylation/semipinacol rearrangement of allenols has been developed, which is enabled by the cooperative catalysis a chiral sulfide and an achiral sulfonic acid. The designed synthesized catalyst selenylating reagent play crucial role in enhancing both enantioselectivity reactivity. This approach exhibits excellent regio-, chemo-, enantioselectivity, providing access to diverse enantioenriched cyclopentanones featuring arylselenovinyl-substituted quaternary carbon stereocenter. Furthermore, these products can be transformed into synthetically valuable alkyne, vinyl bromide, aniline derivatives. Mechanistic studies reveal that combination acid not only facilitates formation catalytically active species, but also governs reaction. Meanwhile, density functional theory calculations disclose four hydrogen bond interactions π‧‧‧π interaction are responsible for observed enantioselectivity. Rearrangement reactions serve as steps syntheses biologically provide intellectual conceptual curiosities within broad field organic chemistry. Here, authors report allenols, catalysed Lewis base.

Language: Английский

Citations

0
Allylic Acetal as 3C Synthon in Rh(III)-Catalyzed Divergent C–H Activation/[4 + 3] Annulation: Easy Access to Benzodiazepines DOI
Mingming Hu, Chao Pi, Yangjie Wu

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: April 2, 2025

A concise synthesis of benzodiazepines via Rh(III) catalyzed C-H activation/ [4 + 3] annulation easily available 1-arylpyrazolidinones with allylic acetal has been developed. The was employed as a novel 3C synthon in this transformation. Benzodiazepines were built under mild reaction conditions high efficiency and chemoselectivity. atom-economy accessible substrates reveal potential application.

Language: Английский

Citations

0
Organocatalytic Asymmetric Electrophilic Tandem Selenylation Semipinacol Rearrangement of 1-(1-Arylvinyl)cyclobutanols DOI

Ren‐Fei Cao,

Zhiwei Wei, S. LI

et al.

Chemical Communications, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Chiral BINAM-derived sulfide and boron trifluoride etherate cocatalyzed enantioselective electrophilic selenylation/semipinacol rearrangement of 1-(1-arylvinyl)cyclobutanols was developed for the first time.

Language: Английский

Citations

0
Catalyst-Controlled Divergent Cyclopropene Hydroselenation DOI
Chen Cui, Qi Li, Zhen Wang

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 8855 - 8864

Published: May 11, 2025

Language: Английский

Citations

0