18276-42-1Relevant articles and documents
Evidence for silicon-directed acid-catalysed ring opening of a β,γ-epoxy silane: Reaction of 1,1-dimethyl-1-silacyclohex-3-ene oxide with p-nitrobenzoic acid
Badali, Fatmir,Karalis, Andrew,Tham, Wai Ying,White, Jonathan M.
, p. 1293 - 1299 (1996)
The ring-opening reaction of the β,γ-epoxy silane (4) with p-nitrobenzoic acid in chloroform occurs regiospecifically to give the two hydroxy esters (14) and (15). The mechanism involves regiospecific ring opening giving the β-silicon-stabilized carbenium ion (18) which is captured by the p-nitrobenzoate counter ion. The solution conformation of (14) provides evidence for the presence of σC-Si-σ*C-O interactions between the ring C-Si bonding orbital and the C-OCOC6H4NO2 antibonding orbital. In acetone, reaction of (4) with p-nitrobenzoic acid takes a different pathway and results in acyclic products from solvent attack at the silicon.
1,1-Dimethyl-1-silacyclohexan-4-one and Its Germanium Analogue via Boracyclic Intermediates
Soderquist, John A.,Shiau, Fuu-Yau,Lemesh, Russell A.
, p. 2565 - 2569 (1984)
The hydroboration of divinyldimethylsilane (3) was examined by using representative hydroborating agents with the finding that 9-borabicyclononane (9-BBN) gives a single 1,5-diboryl adduct.An exchange reaction of this adduct with borane-methyl sulfide complex (BMS) gives, after methanolysis, the corresponding B-methoxy-4-silaborinane product (10) isomerically pure in 80percent isolated yield.Several reactions of this silaboracycle are investigated including its conversion to 1,1-dimethyl-1-silacyclohexan-4-one (1) in 67percent isolated yield.A related method is reported for the preparation of the corresponding germanium compound (22).Spectroscopic data for these heterocyclic derivatives are presented.
Synthesis of Silacyclohexanones from Divinylsilanes and Allylamines by a Rh-Catalyzed Cyclization
Guo, Jiawei,Liu, Song,Pang, Qinjiao,Zhang, Hongyun,Gao, Lu,Chen, Li,Song, Zhenlei
supporting information, p. 726 - 730 (2022/01/20)
An efficient synthesis of silacyclohexanones bearing a variety of silyl substituents has been developed by a [Rh(coe)2Cl]2/PCy3-catalyzed cyclization of divinylsilanes with Jun’s allylamine. The silacyclohexanones can be o
Exploring organosilane amines as potent inhibitors and structural probes of influenza a virus M2 proton channel
Wang, Jun,Ma, Chunlong,Wu, Yibing,Lamb, Robert A.,Pinto, Lawrence H.,Degrado, William F.
supporting information; experimental part, p. 13844 - 13847 (2011/10/31)
We describe the use of organosilanes as inhibitors and structural probes of a membrane protein, the M2 proton channel from influenza A virus. Organosilane amine inhibitors were found to be generally as potent as their carbon analogues in targeting WT A/M2