Rhodium-Catalyzed (Asymmetric) Annulation of Silacyclobutanes with Bicyclic Olefins via C–Si Bond Activation DOI
Shengbo Xu, Fen Wang, Xingwei Li

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: unknown, P. 17453 - 17459

Published: Nov. 12, 2024

The carbon-to-silicon switch gives rise to silacycles that offer eminent biological and photophysical properties. Access chiral silacycles, especially midsized ones, via intermolecular coupling remains a considerable challenge due limited synthetic methods. Herein, rhodium(I)-catalyzed annulations between benzosilacyclobutenes (SCBs) bicyclic olefins are presented. A series of stable seven-membered have been accessed in high enantioselectivity the enantioselective [4 + 3] annulation SCBs 7-oxabenzonorbornadienes formal [2σ 2σ] C–C O–Si coupling. mechanism has investigated, where C–Si oxidative addition SCB established as turnover-limiting step.

Language: Английский

Rhodium-Catalyzed (Asymmetric) Annulation of Silacyclobutanes with Bicyclic Olefins via C–Si Bond Activation DOI
Shengbo Xu, Fen Wang, Xingwei Li

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: unknown, P. 17453 - 17459

Published: Nov. 12, 2024

The carbon-to-silicon switch gives rise to silacycles that offer eminent biological and photophysical properties. Access chiral silacycles, especially midsized ones, via intermolecular coupling remains a considerable challenge due limited synthetic methods. Herein, rhodium(I)-catalyzed annulations between benzosilacyclobutenes (SCBs) bicyclic olefins are presented. A series of stable seven-membered have been accessed in high enantioselectivity the enantioselective [4 + 3] annulation SCBs 7-oxabenzonorbornadienes formal [2σ 2σ] C–C O–Si coupling. mechanism has investigated, where C–Si oxidative addition SCB established as turnover-limiting step.

Language: Английский

Citations

2