40934-71-2Relevant academic research and scientific papers
Nickel-Mediated Enantiospecific Silylation via Benzylic C-OMe Bond Cleavage
Balakrishnan, Venkadesh,Murugesan, Vetrivelan,Chindan, Bincy,Rasappan, Ramesh
supporting information, p. 1333 - 1338 (2021/02/20)
Benzylic stereocenters are found in bioactive and drug molecules, as enantiopure benzylic alcohols have been used to build such a stereogenic center, but are limited to the construction of a C-C bond. Silylation of alkyl alcohols has the potential to build bioactive molecules and building blocks; however, the development of such a process is challenging and unknown. Herein, we describe an unprecedented AgF-assisted nickel catalysis in the enantiospecific silylation of benzylic ethers.
3-Trimethylsilylcycloalkylidenes. γ-Silyl vs γ-Hydrogen Migration to Carbene Centers
Creary, Xavier
, p. 11378 - 11387 (2015/12/01)
A series of γ-trimethylsilyl-substituted carbenes have been studied experimentally and by computational methods. In an acyclic system, 1,3-trimethylsilyl migration successfully competes with 1,3-hydrogen migration to the carbene center. The behavior of cy
A new entry to carbocyclic nucleosides: Oxidative coupling reaction of cycloalkenylsilanes with a nucleobase mediated by hypervalent iodine reagent
Yoshimura, Yuichi,Ohta, Masatoshi,Imahori, Tatsushi,Imamichi, Tomozumi,Takahata, Hiroki
supporting information; experimental part, p. 3449 - 3452 (2009/05/07)
(Chemical Equation Presented) A novel method for synthesizing carbocyclic nucleosides was developed. The new synthesis includes a direct coupling reaction of cycloalkenylsilanes with a silylated nucleobase catalyzed by a hypervalent iodine reagent. By app
Synthesis and structures of some silylallyl-lithium or -potassium complexes
Hitchcock, Peter B.,Lappert, Michael F.,Leung, Wing-Por,Liu, Dian-Sheng,Mak, Thomas C. W.,Wang, Zhong-Xia
, p. 1257 - 1262 (2007/10/03)
The η3-1,3-bis(silyl)allyllithium[Li{η3-CH(CHSiMe 2But)(CHSiMe2R)}(tmen)] (R = But or Me) and 1,3-bis(trimethylsilyl)cyclohexenyllithium [Li{C(SiMe3)CHC(SiMe3)(CH
The Reaction of Polyhalides with Allylsilanes Catalyzed by Copper(I) Chloride
Mitani, Michiharu,Hujita, Shigenori
, p. 3055 - 3060 (2007/10/03)
Allyltrimethylsilane reacted with polyhalogen compounds in the presence of copper species, such as copper(I) chloride, copper(II) chloride or metallic copper, to form polyhalo compounds containing an allyl group. Other allylsilane derivatives than allyltrimethylsilane were also subjected to a reaction with carbon tetrachloride. 3-Chloro- or 3-bromo-3-trimethylsilyl-1-propene gave 4,4,4-trichloro-1-trimethylsilyl-1-butene. Ethyl 1-trimethylsilylallyl carbonate afforded ethyl 4,4,4-trichloro-1-butenyl carbonate along with a hydrotrichloromethylation product. 2-Methyl-3-trimethylsilyl-1-propene yielded a product based on the addition of a trichloromethyl group followed by hydrogen-elimination from a 2-methyl group.
AN ELECTROREDUCTIVE SYNTHESIS OF ALLYLSILANES AND BENZYLSILANES
Shono, Tatsuya,Matsumura, Yoshihiro,Katoh, Susumu,Kise, Naoki
, p. 463 - 466 (2007/10/02)
The electrochemical reduction of benzyl and allyl halides carried out in the presence of chlorotrimethylsilane afforded the corresponding benzylsilanes and allylsilanes in satisfactory yields.
Thermolysis of unsymmetrically substituted vinylcyclopropanes. The effect of substituents on the site-selectivity of homo--sigmatropic hydrogen migrations
Piers, Edward,Maxwell, Anderson Richard
, p. 2392 - 2395 (2007/10/02)
Thermolysis of the unsymmetrical vinylcyclopropanes 18-24 reveals a notable substituent effect on the site-selectivity of homo--sigmatropic hydrogen shifts.Rearrangement of 18-20 (OMe substituent) produces only products 25-27, respectively (HA migration).In sharp contrast, thermolysis of 24 (Me3Si substituent) provides exclusively substance 34 (HX migration).Thermolysis of substrates bearing methyl (21, 22) or phenyl (23) groups provide, in each case, mixtures of the two possible products.
OPTICALLY ACTIVE CYCLIC ALLYLSILANES PREPARATION BY ASYMMETRIC HYDROSILYLATION AND ANTI STEREOCHEMISTRY IN SE' REACTIONS
Hayashi, Tamio,Kabeta, Keiji,Yamamoto, Tsunehiro,Tamao, Kohei,Kumada, Makoto
, p. 5661 - 5664 (2007/10/02)
Reaction of optically active cyclic allylsilanes, (S)-3-(trimethylsilyl)cyclopentene and -cyclohexene, wich were prepared by palladium-catalyzed asymmetric hydrosilylation of cyclic dienes, with ethylene oxide in the presence of titanium chloride proceeded with anti stereochemistry to give (R)-3-(2-hydroxyethyl)cyclopentene and -cyclohexene, respectively.
