Highly Enantioselective Construction of Multifunctional Silicon‐Stereogenic Silacycles by Asymmetric Enamine Catalysis DOI

Xue‐Xin Zhang,

Yang Gao,

Yan‐Xue Zhang

et al.

Angewandte Chemie, Journal Year: 2023, Volume and Issue: 135(9)

Published: Jan. 10, 2023

Abstract We report the first highly enantioselective construction of silicon‐stereocenters by asymmetric enamine catalysis. An unprecedented desymmetric intramolecular aldolization prochiral siladials was thus developed for facile access multifunctional silicon‐stereogenic silacycles in high to excellent enantioselectivity. With an enal moiety, these adducts could be readily elaborated diverse synthesis compounds, and late‐stage modification.

Language: Английский

Highly Enantioselective Construction of Multifunctional Silicon‐Stereogenic Silacycles by Asymmetric Enamine Catalysis DOI

Xue‐Xin Zhang,

Yang Gao,

Yan‐Xue Zhang

et al.

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 62(9)

Published: Jan. 10, 2023

We report the first highly enantioselective construction of silicon-stereocenters by asymmetric enamine catalysis. An unprecedented desymmetric intramolecular aldolization prochiral siladials was thus developed for facile access multifunctional silicon-stereogenic silacycles in high to excellent enantioselectivity. With an enal moiety, these adducts could be readily elaborated diverse synthesis compounds, and late-stage modification.

Language: Английский

Citations

36
Recent Progress in the Synthesis of Silaspiranes DOI Open Access
Hua Chen, Xuejiao Hu,

Wanshu Wang

et al.

Chemistry - A European Journal, Journal Year: 2023, Volume and Issue: 29(70)

Published: Sept. 23, 2023

Abstract Silaspiranes bearing a spiro‐silicon center are promising ring frameworks for the synthesis of novel spirocyclic molecules possessing unique properties. Development efficient methods towards these structures has therefore attracted considerable attentions synthetic chemists. This minireview highlights representative advances in field, and is categorized into four parts according to formation strategies: cyclization, annulation, expansion cycloaddition.

Language: Английский

Citations

7
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
Highly Enantioselective Construction of Multifunctional Silicon‐Stereogenic Silacycles by Asymmetric Enamine Catalysis DOI

Xue‐Xin Zhang,

Yang Gao,

Yan‐Xue Zhang

et al.

Angewandte Chemie, Journal Year: 2023, Volume and Issue: 135(9)

Published: Jan. 10, 2023

Abstract We report the first highly enantioselective construction of silicon‐stereocenters by asymmetric enamine catalysis. An unprecedented desymmetric intramolecular aldolization prochiral siladials was thus developed for facile access multifunctional silicon‐stereogenic silacycles in high to excellent enantioselectivity. With an enal moiety, these adducts could be readily elaborated diverse synthesis compounds, and late‐stage modification.

Language: Английский

Citations

1