51343-48-7Relevant academic research and scientific papers
Serine protease inhibition by a silanediol peptidomimetic
Singh, Swapnil,Sieburth, Scott McN.
, p. 4422 - 4425 (2012/10/29)
Silanediol peptidomimetics are demonstrated to inhibit a serine protease. Asymmetric synthesis of the inhibitor was accomplished using Brown hydroboration and CBS reduction of an acylsilane intermediate. The silanediol product was found to inhibit the ser
Diels-Alder chemistry of siloles and their transformation into cyclohex-2-ene-1,4-cis-diols
Stevens, Andrew C.,Pagenkopf, Brian L.
supporting information; experimental part, p. 3658 - 3661 (2010/10/20)
The synthesis of siloles with substitution patterns that are continuative toward natural product synthesis are described. Their reactivity in Diels-Alder chemistry was explored through thermal, Lewis acid, and high-pressure reactions. Furthermore, bicycli
Palladium-catalyzed silylene-1,3-diene [4 + 1] cycloaddition with use of (aminosilyl)boronic esters as synthetic equivalents of silylene
Ohmura, Toshimichi,Masuda, Kohei,Takase, Ichiro,Suginome, Michinori
supporting information; experimental part, p. 16624 - 16625 (2010/02/16)
(Chemical Equation Presented) Silylboronic esters bearing a dialkylamino group on the silicon atoms reacted with 1,3-dienes in the presence of a palladium catalyst to give silacyclopent-3-enes (i.e., 2,5-dihydrosiloles) in high yields via efficient silyle
Efficient asymmetric synthesis of silanediol precursors from 1,5-dihydrosiloles
Sen, Sushmita,Purushotham, Madhusudhan,Qi, Yingmei,Sieburth, Scott McN.
, p. 4963 - 4965 (2008/03/18)
Dihydrosiloles are easily prepared from 1,3-dienes and dichlorosilanes, even on kilogram scale. Asymmetric hydroboration of a 3-alkyl-1,5-dihydrosiloie, prepared from a 2-alkyl-1,3-diene, followed by treatment with aqueous HF results in Peterson fragmentation, forming optically active 3-alkyl-4- fluorosilyl-1-butenes. The fluorosilanes are stable to moisture but very reactive toward nucleophiles. In addition, they can be converted to nucleophilic silyllithium reagents.
Synthesis of lanthanide(II)-imine complexes and their use in carbon-carbon and carbon-nitrogen unsaturated bond transformation
Takaki, Ken,Komeyama, Kimihiro,Takehira, Katsuomi
, p. 10381 - 10395 (2007/10/03)
Ytterbium and samarium metals reduced aromatic ketimines to give directly divalent azalanthanacyclopropane complexes 1 quantitatively, the structure of which was characterized by X-ray analysis. The imine complexes 1 catalyzed dehydrogenative silylation of terminal alkynes, hydrosilylation of imines and alkenes, and intermolecular hydrophosphination of alkynes. Moreover, dehydrogenative double silylation of conjugated dienes was achieved with 1.
Hydrosilylation of olefins and dehydrogenative double silylation of conjugated dienes catalyzed by lanthanide-imine complexes
Takaki, Ken,Sonoda, Kentaro,Kousaka, Takeshi,Koshoji, Go,Shishido, Tetsuya,Takehira, Katsuomi
, p. 9211 - 9214 (2007/10/03)
Divalent lanthanide-imine complexes and a related species catalyzed the hydrosilylation of olefins with phenyl- and diphenylsilane. On the other hand, conjugated dienes were converted to 1,4-bissilyl-2-butenes and 3-silacyclopentenes, accompanied with hyd
Chemistry of Substituted (2-Butene-1,4-diyl)magnesium: A Facile Approach to Complex Carbocycles, Functionalized Ketones and Alcohols, and Silicon-Containing Heterocycles
Rieke, Reuben D.,Xiong, Heping
, p. 3109 - 3118 (2007/10/02)
Highly reactive magnesium reacts with a wide variety of substituted 1,3-dienes to give the corresponding substituted (2-butene-1,4-diyl)magnesium complexes.Reactions of symmetrical (2-butene-1,4-diyl)magnesium with α,ω-alkylene dihalides form three-, four-, five-, and six-membered carbocycles.Significantly, the cyclizations are always stereospecific and completely regioselective.Depending on the initial 1,3-diene and specific electrophiles, uncyclized products can be obtained.Stepwise reactions of (2,3-dimethyl-2-butene-1,4-diyl)magnesium with two different electrophiles afford polyfunctionalized ketones with the generation of a quaternary center.Formal 1,2-additions can be effected in this manner.Substituted five- and six-membered cyclic ketones can also be synthesized in one step by this approach.Treatment of unsymmetrical (2-butene-1,4-diyl)magnesium complexes with triorganosilyl chlorides followed by cyclohexanone results in additions across a terminal double bond with high regioselectivity.Silicon-containing heterocycles or spiro compounds can be readily synthesized by using the bis-Grignard reagents.
