Recent Advances in Catalytic Asymmetric Transformations of Bicyclobutane: A Versatile Building Block for Enantiopure Bioisosteric Molecules DOI
Yejin Koo, Jinwook Jeong, Sungwoo Hong

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 8078 - 8093

Published: April 30, 2025

Language: Английский

Palladium-catalyzed enantioselective [2σ + 2π] cycloadditions of vinyl-carbonyl-bicyclo[1.1.0]butanes with arylidenemalononitriles DOI

Tianzhu Qin,

Weiwei Zi

Chinese Chemical Letters, Journal Year: 2025, Volume and Issue: unknown, P. 111072 - 111072

Published: March 1, 2025

Language: Английский

Citations

3
Lewis Acid-Catalyzed Asymmetric [2σ + 2π] Cycloaddition Reactions of Bicyclo[1.1.0]butanes and Vinyl Azido/Diazo Compounds DOI

Haosong Ren,

Zhongren Lin,

Tianxiang Li

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 4634 - 4643

Published: March 4, 2025

Language: Английский

Citations

2
Enantioselective Dearomative [2π + 2σ] Photocycloaddition of Naphthalene Derivatives with Bicyclo[1.1.0]butanes Enabled by Gd(III) Catalysis DOI
Wenjie Shen, Xiaoqin Zou, Muzi Li

et al.

Journal of the American Chemical Society, Journal Year: 2025, Volume and Issue: unknown

Published: March 28, 2025

The cycloaddition reactions of bicyclo[1.1.0]butanes with alkenes, imines, nitrones, or aziridines have served as an efficient platform to create conformationally restricted saturated bicyclic scaffolds. However, the use readily available aromatics in such reactions, especially asymmetric manner, remains underexplored. Herein, we report a highly regio- and enantioselective dearomative [2π + 2σ] photocycloaddition reaction between naphthalene derivatives bicyclo[1.1.0]butanes, enabled by Gd(III) catalysis. Bicyclo[1.1.0]butanes naphthalenes adorned diverse array functional groups are well-tolerated under mild conditions, affording enantioenriched pharmaceutically important bicyclo[2.1.1]hexanes 30–96% yields 81–93% ee 12:1 → >20:1 rr. synthetic versatility this is further demonstrated facile removal directing group derivatizations dearomatized product. UV–vis absorption spectroscopy studies suggest involvement excited species process.

Language: Английский

Citations

1
Lewis Acid-Catalyzed Enantioselective (4 + 3)/Thia-(3 + 2) Cycloadditions of Bicyclobutanes and Enaminothiones: Catalyst-Directed Divergent Synthesis of Bridged Sulfur Heterocycles DOI
Lei Tang,

Wenjuan Bai,

Keqing Wang

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 7877 - 7890

Published: April 28, 2025

Language: Английский

Citations

0
Recent Advances in Catalytic Asymmetric Transformations of Bicyclobutane: A Versatile Building Block for Enantiopure Bioisosteric Molecules DOI
Yejin Koo, Jinwook Jeong, Sungwoo Hong

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 8078 - 8093

Published: April 30, 2025

Language: Английский

Citations

0