92234-01-0Relevant articles and documents
1,3-Addition of silyl enol ethers to nitrones catalyzed by mesoporous aluminosilicate
Ito, Suguru,Kubota, Yoshihiro,Asami, Masatoshi
, p. 4930 - 4932 (2014)
Mesoporous aluminosilicate (Al-MCM-41) was found to be an effective and reusable catalyst for 1,3-addition of silyl enol ethers to nitrones. The reaction proceeded under mild reaction conditions to afford the corresponding β-(siloxyamino)ketones in high y
Mukaiyama aldol reaction catalyzed by (benz)imidazolium-based halogen bond donors
Sutar, Revannath L.,Erochok, Nikita,Huber, Stefan M.
supporting information, p. 770 - 774 (2021/02/09)
A series of cationic monodentate and bidentate iodo(benz)imidazolium-based halogen bond (XB) donors were employed as catalysts in a Mukaiyama aldol reaction. While 5 mol% of a monodentate variant showed noticeable activity, asyn-preorganized bidentate XB
Cooperative organocatalysis of Mukaiyama-type aldol reactions by thioureas and nitro compounds
Bukhryakov, Konstantin V.,Desyatkin, Victor G.,Rodionov, Valentin O.
supporting information, p. 7576 - 7579 (2016/07/06)
A unique organocatalytic system for Mukaiyama-type aldol reactions based on the cooperative action of nitro compounds and thioureas has been identified. This system is compatible with a wide range of substrates and does not require low temperatures, inert atmospheres, or an aqueous workup. A catalytic mechanism based on nitro group-mediated silyl cation transfer has been proposed.
Chemoselective silyl transfer in the Mukaiyama aldol reaction promoted by super silyl Lewis acid
Sai, Masahiro,Akakura, Matsujiro,Yamamoto, Hisashi
, p. 15206 - 15208 (2015/01/08)
In the silyl Lewis acid-promoted Mukaiyama aldol reaction, the steric and electronic properties of the silyl group on the silyl Lewis acid influence the reaction mechanism and product distribution. When super silyl triflates such as (TMS)3SiOTf and (TES)3SiOTf are used as Lewis acids, the silyl group of the silyl enol ether chemoselectively transfers to the product. The mechanistic details have been investigated using density functional theory (DFT) calculations.