53172-99-9Relevant academic research and scientific papers
Oxidative [1,2]-Brook Rearrangements Exploiting Single-Electron Transfer: Photoredox-Catalyzed Alkylations and Arylations
Deng, Yifan,Liu, Qi,Smith, Amos B.
supporting information, p. 9487 - 9490 (2017/07/24)
Oxidative [1,2]-Brook rearrangements via hypervalent silicon intermediates induced by photoredox-catalyzed single-electron transfer have been achieved, permitting the formation of reactive radical species that can engage in alkylations and arylations.
A Lewis acid-promoted reduction of acylsilanes to α-hydroxysilanes by diethylzinc
Gao, Guang,Bai, Xing-Feng,Li, Fei,Zheng, Long-Sheng,Zheng, Zhan-Jiang,Lai, Guo-Qiao,Jiang, Kezhi,Li, Fuwei,Xu, Li-Wen
supporting information; experimental part, p. 2164 - 2166 (2012/05/05)
We report here the first example of the reduction of acylsilanes to α-hydroxysilanes, in which diethylzinc was used as a highly reactive agent in the presence of Ti(OiPr)4 or other Lewis acids. The reduction typically proceeds to give synthetically useful α-hydroxysilanes in good yields.
Metal-free relay oxidation: Valuable synthesis of acylsilane and ketones under aerobic oxidation
Bai, Xing-Feng,Gao, Guang,Zheng, Zhan-Jiang,Li, Fei,Lai, Guo-Qiao,Jiang, Kezhi,Li, Fuwei,Xu, Li-Wen
, p. 3031 - 3035 (2012/01/05)
In this letter, an example of interesting metal-free relay air oxidation of -hydroxysilanes, promoted by the hydroperoxidated carbonyl compounds derived from the Michael reaction of 5,5-dimethylcyclohexane-1,3-dione and chalcone, is reported. A series of aromatic acylsilanes with TBDPS were obtained in promising isolated yields. In addition, as an extension of the relay oxidation under aerobic conditions, this catalyst-free relay oxidation induced by diketone can be applied to the oxidation of general aromatic alcohols (up to 75% yield). Georg Thieme Verlag Stuttgart · New York.
Synthesis of Optically Pure Arylsilylcarbinols and Their Use as Chiral Auxiliaries in Oxacarbenium Ion Reactions
Huckins, John R.,Rychnovsky, Scott D.
, p. 10135 - 10145 (2007/10/03)
A family of arylsilylcarbinols was synthesized and investigated as chiral auxiliaries for oxacarbenium ion reactions. The optically pure arylsilylcarbinols were prepared using Noyori's transfer hydrogenation catalyst 11. The transfer hydrogenation shows very good enantioselectivities and turnover efficiency for the aryl silyl ketones and is the method of choice for preparing these optically pure alcohols. The diastereoselective addition of allyltrimethylsilane to an in situ generated oxacarbenium ion was explored using Marko's conditions. The selectivity for a representative aliphatic aldehyde was very good, but the selectivity was significantly reduced with unsaturated and aromatic aldehydes. The range of selectivities with different auxiliaries was narrow, and the most practical auxiliary is the phenylsilylcarbinol 2.
Rates and Mechanism for the Solvolyses of 2,2-Dimethyl-2-sila-1-indanyl Bromide and α-Trialkylsilylbenzyl p-Toluenesulfonates. α-Silicon Effect on the Stability of Benzylic Cations in Solution
Shimizu, Nobujiro,Osajima, Erika,Tsuno, Yuho
, p. 1145 - 1152 (2007/10/02)
α-Silicon effect on the benzylic solvolysis has been investigated.The solvolysis of 2,2-dimethyl-2-sila-1-indanyl bromide in aq acetone exhibits a linear response to the solvent ionizing power YBr, with a slope m close to unity (m = 0.93) and g
