Litcius/Paper detail

Synthesis of Functionalized Vinylsilanes via Metal-Free Dehydrogenative Silylation of Enamides

Xihao Chang, Zi‐Lu Wang, Meng Zhao, Chao Yang, Jie-Jun Li, W. F. Mader, Yun‐He Xu

2020Organic Letters39 citationsDOI

Abstract

A novel method of metal-free dehydrogenative silylation of enamides has been developed. The desired functionalized vinylsilane products were obtained in moderate to good yield and with high stereoselectivities. This protocol displays good tolerance of various functionalities. Furthermore, the high chemoselectivity of this reaction enables us to introduce different unsaturated C-C moieties to the products. The ease of further derivatization of the products to other useful compounds also demonstrates the highly synthetic utility of the current methodology.

Topics & Concepts

SilylationChemistryChemoselectivityYield (engineering)DerivatizationVinylsilaneCombinatorial chemistryStereoselectivityOrganic chemistryCatalysisHigh-performance liquid chromatographyMetallurgyMaterials scienceCatalytic C–H Functionalization MethodsSynthetic Organic Chemistry MethodsAsymmetric Hydrogenation and Catalysis
Synthesis of Functionalized Vinylsilanes via Metal-Free Dehydrogenative Silylation of Enamides | Litcius