1234935-59-1Relevant academic research and scientific papers
Cu(I)-NHC-Catalyzed Silylation of Allenes: Diastereoselective Three-Component Coupling with Aldehydes
Rae, James,Hu, Ya Chu,Procter, David J.
supporting information, p. 13143 - 13145 (2016/02/19)
Copper-catalyzed silylation of aryl allenes using a silylborane reagent affords vinyl silane building blocks with high efficiency. The use of a seven-membered NHC ligand proved crucial for high regioselectivity. The catalytically generated allylcoppper intermediates were intercepted by aldehydes in a diastereoselective three-component coupling to furnish homoallylic alcohols. Seven′s up! The use of a seven-membered N-heterocyclic carbene (NHC) ligand proved crucial in exerting high regiocontrol during the development of the first copper-catalyzed silylation of allenes using a commercial silylborane reagent. The process affords privileged vinyl silane building blocks with high efficiency. Allylcopper intermediates can be intercepted by aldehydes in a highly diastereoselective three-component coupling to furnish homoallylic alcohols.
Regioselective silylzincation of phenylallene derivatives
Yonehara, Mitsuhiro,Nakamura, Shinji,Muranaka, Atsuya,Uchiyama, Masanobu
supporting information; experimental part, p. 452 - 455 (2010/09/08)
This paper deals with our new approach for regio-controlled synthesis of exo/endo-vinylsilanes through silylzincation as a key reaction, using newly developed silylzinc reagents. In this system, by choosing appropriate zinc reagents, either exo-vinylsilane or endo-vinylsilane can be synthesized with good regioselectivity, using the same phenylallene substrates. (Chemical equation presented).
