132274-45-4Relevant 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.
, 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.
Facile deprotection of dithioacetals by using a novel 1,4-benzoquinone/cat. NaI system
Inamoto, Kiyofumi,Yamada, Tetsuya,Kato, Sei-Ichi,Kikkawa, Shoko,Kondo, Yoshinori
, p. 9192 - 9199 (2013/10/01)
The combination of 1,4-benzoquinone and a catalytic amount of NaI was found to be effective for the deprotection of dithioacetals. The reactions proceeded efficiently under mild, near-neutral reaction conditions, producing a wide range of aryl and alkyl aldehydes and ketones generally in high yields with good functional group compatibility. The method developed therefore represents a general, facile, and highly applicable approach for deprotecting dithioacetals.
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.
Enantioselective synthesis of a-hydroxysilanes by bioreduction of aroyltrimcthylsilanes
Patrocinio, Amauri F.,Correa Jr., Ivan R.,Moran, Paulo J. S.
, p. 3133 - 3137 (2007/10/03)
Aromatic acylsilanes [Ar-CO-SiMe3; Ar = C6H5,4-ClC6H4, 2-, 3- and 4-OMeC6H4, 3,4-(OMe)2C6H3 and 3,4-OCH2OC6H3] were reduced by baker's yeast to optically active a-silyl alcohols in 20-70% yield and 43-88% ee. Comments are made on the influence of silicon in this bioreduction reaction. The Royal Society of Chemistry 1999.
Reactions of Acyl Silanes with Fluoride Ion
Page, Philip C. Bulman,Rosenthal, Stephen
, p. 2351 - 2363 (2007/10/02)
Acyl silanes react with fluoride ion to give products arising either from intermediates equivalent to acyl anions or from rearrangement involving alkyl group migration from the silicon atom to the carbonyl carbon atom, depending upon acyl silane structure and reaction conditions.
