Bifunctional Squaramide‐Catalyzed Oxidative Kinetic Resolution: Simultaneous Access to Axially Chiral Thioether and Sulfoxide DOI Creative Commons
Wen Wei,

Chang‐Lin Yang,

Zhu‐Lian Wu

et al.

Advanced Science, Journal Year: 2024, Volume and Issue: 11(28)

Published: May 15, 2024

Abstract Axially chiral thioethers and sulfoxides emerge as two pivotal classes of ligands organocatalysts, which have remarkable features in the stereoinduction various asymmetric transformations. However, lack easy methods to access such molecules with diverse structures has hampered their broader utilization. Herein, an oxidative kinetic resolution for sulfides using a bifunctional squaramide catalyst cumene hydroperoxide terminal oxidant is established. This approach provides variety axially well bearing both axial central chirality, excellent diastereo‐ enantioselectivities. catalytic system also successfully extends benzothiophene‐based sulfides. Preliminary mechanism investigation indicates that multiple hydrogen bonding interactions between substrates play crucial role determining enantioselectivity reactivity.

Language: Английский

Imidazolium-based ionic liquid functionalized chiral metal–organic framework as an efficient catalyst for asymmetric catalytic sulfoxidation DOI Creative Commons
Shiye Li,

Yudan Chai,

Jian Zhang

et al.

RSC Advances, Journal Year: 2025, Volume and Issue: 15(1), P. 398 - 405

Published: Jan. 1, 2025

An imidazolium-based ionic liquid functionalized CMOF (IL-Ti(salen) CMOF-n) catalyst for highly asymmetric catalytic sulfoxidation in methanol is developed.

Language: Английский

Citations

0
Bifunctional Squaramide‐Catalyzed Oxidative Kinetic Resolution: Simultaneous Access to Axially Chiral Thioether and Sulfoxide DOI Creative Commons
Wen Wei,

Chang‐Lin Yang,

Zhu‐Lian Wu

et al.

Advanced Science, Journal Year: 2024, Volume and Issue: 11(28)

Published: May 15, 2024

Abstract Axially chiral thioethers and sulfoxides emerge as two pivotal classes of ligands organocatalysts, which have remarkable features in the stereoinduction various asymmetric transformations. However, lack easy methods to access such molecules with diverse structures has hampered their broader utilization. Herein, an oxidative kinetic resolution for sulfides using a bifunctional squaramide catalyst cumene hydroperoxide terminal oxidant is established. This approach provides variety axially well bearing both axial central chirality, excellent diastereo‐ enantioselectivities. catalytic system also successfully extends benzothiophene‐based sulfides. Preliminary mechanism investigation indicates that multiple hydrogen bonding interactions between substrates play crucial role determining enantioselectivity reactivity.

Language: Английский

Citations

2