66270-75-5Relevant academic research and scientific papers
Platinum-catalyzed nucleophilic addition of vinylsilanes at the β-position
Miura, Katsukiyo,Inoue, Gen,Sasagawa, Hisashi,Kinoshita, Hidenori,Ichikawa, Junji,Hosomi, Akira
supporting information; experimental part, p. 5066 - 5069 (2009/12/28)
In the presence of catalytic amounts of PtCl2 and metal Iodides, β-substituted vlnylsllanes reacted with aldehydes at the β-position to give allyl silyl ethers. The Pt-catalyzed addition to aromatic aldehydes proceeded efficiently in the presence of Lil. The combined use of PtCl 2 and Mnl2 was found to be effective In addition to aliphatic aldehydes.
Transformation of aldehydes into (E)-1-alkenylsilanes and (E)-1-alkenylboronic esters with a catalytic amount of a chromium salt
Takai, Kazuhiko,Kunisada, Yuji,Tachibana, Yukiko,Yamaji, Nana,Nakatani, Emi
, p. 1581 - 1586 (2007/10/03)
(Diiodomethyl)trimethylsilane (Me3SiCHI2, 1) is produced by treatment of iodoform with manganese in the presence of Me 3SiCl. Aldehydes are converted to (E)-1-trimethylsilyl-1-alkenes in a stereoselective manner with a geminal dichromium reagent generated from 1, manganese, Me3SiCl, and a catalytic amount of CrCl 3[thf]3 in THF. Similarly, (E)-1-alkenylboronic esters are prepared stereoselectively in good to excellent yields by treatment of aldehydes with a geminal dichromium reagent derived from Cl2CHB(OR) 2 [(OR)2 = OCMe2CMe2O] and LiI instead of 1.
Synthesis of (Z)-vinylsilanes with high diastereoselectivity by using samarium diiodide
Concelloen, Jose M.,Bernad, Pablo L.,Bardales, Eva
, p. 937 - 939 (2007/10/03)
matrix presented β-Elimination of O-acetyl 1-chloro-1-trimethylsilylalkan-2-ols 1 was achieved by using samarium diiodide as a metaling reagent and afforded the corresponding (Z)-vinylsilanes with high stereoselectivity. The starting compounds 1 were easi
Stereoselectivity of the Thermally Initiated Free-Radical Chain Addition of Cyclohexane to 1-Alkynes
Metzger, Juergen O.,Blumenstein, Michael
, p. 2493 - 2500 (2007/10/02)
Alkanes can be added to alkynes in a thermally initiated free-radical chain reaction ("ane reaction").The addition of cyclohexane to 1-alkynes 1a-l yields a mixture of (Z)- and (E)-2-cyclohexyl-1-alkenes 3a-l.An essential step in this reaction is the addi
The Hydroboration of (Trimethylsilyl)ethyne with Dialkylboranes and its Application to the Synthesis of (E)-1-(Trimethylsilyl)alk-1-enes and 2-(Trimethylsilyl)alk-1-enes
Hoshi, Masayuki,Masuda, Yuzuru,Arase, Akira
, p. 3237 - 3241 (2007/10/02)
The reaction of (trimethylsilyl)ethyne 1 with a stoicheiometric amount of dialkylborane 2 proceeds to the monohydroboration stage, giving a mixture of regioisomers, (E)-dialkylborane 3 and dialkylborane 4.In the hydroboration with bulky dialkylboranes, derived from internal alkenes, the former predominates.Successive treatment of the mixture with methyllithium and benzenesulphenyl chloride exclusively affords highly pure (E)-2-alkyl-1-(trimethylsily)ethene 6 whose alkyl group migrates from the boron atom, while in the hydroboration with less bulky dialkylboranes, derived from terminal alkenes, the latter predominates.Successive treatment of the mixture with aq.NaOH and iodine exclusively affords highly pure 2-(trimethylsilyl)alk-1-ene 7 whose alkyl group migrates from the boron atom.
(E)- and (Z)-(1-Iodo-1-alkenyl)silanes. Their Preparation and Their Conversion ino (E)- and (Z)-(1-Lithio-1-alkenyl)silanes
Zweifel, George,Murray, Rex E.,On, Harry P.
, p. 1292 - 1295 (2007/10/02)
(Z)-(1-Iodo-1-alkenyl)trimethylsilanes can be conveniently obtained by isomerization of the readily available E isomers through the intermediacy of (1-lithioalkenyl)silanes formed by addition of catalytic amounts of tert-butyllithium.Reaction of (E)- and
