13411-45-5Relevant academic research and scientific papers
Synthesis of Chiral α-Aminosilanes through Palladium-Catalyzed Asymmetric Hydrogenation of Silylimines
Fan, Dongyang,Liu, Yang,Jia, Jia,Zhang, Zhenfeng,Liu, Yangang,Zhang, Wanbin
, p. 1042 - 1045 (2019/05/16)
The asymmetric hydrogenation of silylimines was first developed by using a palladium complex of a P-stereogenic diphosphine ligand as the catalyst, affording the valuable chiral α-aminosilanes with quantitative conversions and excellent enantioselectiviti
Oxidative [1,2]-Brook Rearrangements Exploiting Single-Electron Transfer: Photoredox-Catalyzed Alkylations and Arylations
Deng, Yifan,Liu, Qi,Smith, Amos B.
, 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.
Intermolecular Schmidt reaction of alkyl azides with acyl silanes
Yu, Chun-Jiao,Li, Rui,Gu, Peiming
, p. 3568 - 3570 (2016/07/18)
The first intermolecular Schmidt reaction of alkyl azides with acyl silanes has been designed and realized, producing a range of amides with absolute site selectivity in good to excellent yields. The mechanism of the conversion has been proposed, and the reaction exhibits scope of substrates.
Palladium-catalyzed fluoride-free cross-coupling of intramolecularly activated alkenylsilanes and alkenylgermanes: Synthesis of tamoxifen as a synthetic application
Matsumoto, Kenji,Shindo, Mitsuru
, p. 642 - 650 (2012/05/04)
We have demonstrated that intramolecular hypercoordination of a carboxylic acid is a powerful activation strategy for the palladium-catalyzed cross-coupling reaction of trialkyl(vinyl)silanes and trialkyl(vinyl)germanes under fluoride-free conditions. Z-β-Trialkylsilyl- and Z-β- trialkylgermylacrylic acids, synthesized stereoselectively by olefination with ynolates, are highly stable and useful reagents for cross-coupling with a variety of aryl iodides to provide tetrasubstituted olefins possessing different carbon substituents in a stereocontrolled and diversity-oriented manner. An application to a stereoselective synthesis of (Z)-tamoxifen is also reported. Copyright
Synthesis, structure, and photochemistry of 2-silyl-and 2-disilanyl-2-aryl-1,3-dithiane derivatives
Reddy, Anugula Mahipal,Tsutsui, Shinobu,Sakamoto, Kenkichi
, p. 476 - 477 (2007/10/03)
A series of 2-silyl-and 2-disilanyl-substituted 2-aryl-1,3-dithiane derivatives were prepared by the reactions of 2-aryl-2-lithio-1,3-dithianes with the corresponding chlorosilanes. Photolysis of 2-phenyl-2-(pentamethyldisilanyl)-1,3-dithiane resulted in the intermediary formation of 1,1-dimethyl-2-phenyl-2-(trimethylsilyl)-1-silaethene.
Synthesis of acylsilanes via oxidative hydrolysis of 2-silyl-1,3-dithianes mediated by N-bromosuccinimide
Patrocínio, Amauri F.,Moran, Paulo J.S.
, p. 220 - 224 (2007/10/03)
The oxidative method for the hydrolysis of 1,3-dithianes was applied to 2-silyl-1,3-dithianes using N-bromosuccinimide providing acylsilanes with good yields under a short reaction period. The oxidation of aroylsilanes to carboxylic acid was prevented by
Reductions, reductive alkylations, and intramolecular cyclizations of acyl silanes with samarium diiodide or tributyltin hydride
Chuang, Tsung-Hsun,Fang, Jim-Min,Jiaang, Weir-Torn,Tsai, Yeun-Min
, p. 1794 - 1805 (2007/10/03)
A series of acyl silanes including aliphatic-, aromatic-, and bis-acyl silanes, as well as the acyl silanes bearing other substituents such as a bromine atom and alkenyl, succinimide, and carbonyl groups, were prepared, and their reactions with samarium diiodide or tributylstannane were studied. The reactions of acyl silanes occurred in various manners such as reductions, reductive alkylations, intramolecular radical cyclizations, pinacol couplings, aldol reactions, and Tishchenko reactions, depending on the nature of substrates and reaction conditions. Acyl silanes were generally reduced to give the corresponding α-silyl alcohols without transfer of silyl groups. Intramolecular radical cyclizations of 5-hexenoyl silanes and 1-silyl-1,5-pentanedione were realized to give α-silyl cyclopentanols and 1,2-cyclopentanediol derivatives, respectively. On treatment with samarium diiodide in tetrahydrofuran, 1-(trimethylsilyl)-1,6-hexanedione underwent a pinacol coupling reaction in the presence of t-BuOH, whereas it underwent a Tishchenko reaction in the presence of MeOH. The Tishchenko reaction of 1-silyl-1,5-pentanedione gave a δ-silyl-δ-lactone. On treating with samarium diiodide, 1-(trimethylsilyl)-1,5-hexanedione and 1,5-bis(trimethylsilyl)-1,6-hexanedione, underwent, respectively, intramolecular aldol reactions.
Electrophilic Hydroxylation with Bis(trimethylsilyl)peroxide. A Synthon for the Hydroxyl Cation
Taddei, Maurizio,Ricci, Alfredo
, p. 633 - 635 (2007/10/02)
The regiospecific introduction of an hydroxy group in aromatic and aliphatic compounds can be performed in good yields by electrophilic hydroxylation of their organometallic derivatives with bis(trimethylsilyl)peroxide.
