94287-27-1Relevant articles and documents
Nucleophilic Attack on Nitrogen in Tetrazines by Silyl-Enol Ethers
Schnell, Simon D.,Schilling, Mauro,Sklyaruk, Jan,Linden, Anthony,Luber, Sandra,Gademann, Karl
supporting information, p. 2426 - 2430 (2021/04/05)
The nucleophilic addition of silyl-enol ethers to nitrogen in 3-monosubstituted s-tetrazines mediated by BF3 is reported. The preference for this azaphilic addition over the usually observed inverse electron demand Diels-Alder reactions was evaluated theoretically and corroborated by experiments. The substrate dependency of this unusual reaction was rationalized by determination of the activation barriers and on the basis of the activation strain model by employing density functional theory.
Chiral Zinc(II)-Catalyzed Enantioselective Tandem α-Alkenyl Addition/Proton Shift Reaction of Silyl Enol Ethers with Ketimines
Kang, Tengfei,Cao, Weidi,Hou, Liuzhen,Tang, Qiong,Zou, Sijia,Liu, Xiaohua,Feng, Xiaoming
supporting information, p. 2464 - 2468 (2019/02/09)
A new catalytic asymmetric tandem α-alkenyl addition/proton shift reaction of silyl enol ethers with ketimines was serendipitously discovered in the presence of chiral N,N′-dioxide/ZnII complexes. The proton shift preferentially proceeded inste
Silazanes/catalytic bases: Mild, powerful and chemoselective agents for the preparation of enol silyl ethers from ketones and aldehydes
Tanabe, Yoo,Misaki, Tomonori,Kurihara, Minoru,Iida, Akira,Nishii, Yoshinori
, p. 1628 - 1629 (2007/10/03)
We have developed an efficient method for the preparation of enol silyl ethers using novel agents, silazanes together with NaH or DBU catalyst, wherein TMS and TBDMS groups were smoothly and chemoselectively introduced into ketones and aldehydes under mil