35153-45-8Relevant academic research and scientific papers
Catalyst-Free and Solvent-Controlled Reductive Coupling of Activated Vinyl Triflates with Chlorotrimethylsilane by Magnesium Metal and Its Synthetic Application
Maekawa, Hirofumi,Noda, Katsuaki,Kuramochi, Keisuke,Zhang, Tianyuan
, p. 1953 - 1956 (2018/04/16)
Vinylsilanes were directly prepared from the corresponding vinyl triflates under magnesium-promoted reductive conditions in THF with no transition metal catalyst, and gem-bis-silylated compounds were obtained in NMP. Investigation of the redox potential o
Magnesium-induced regiospecific C-silylation of suitably substituted enoates and dienoates
Kundu, Pintu K.,Ghosh, Sunil K.
experimental part, p. 8562 - 8568 (2010/11/05)
The β-aryl-β-silyl and β,β-disilyl propionates have been synthesized from cinnamates and β-silyl acrylates by a regiospecific reductive C-silylation using Mg/silyl chloride/DMF system at room temperature. These reductive C-silylation conditions have also been applied to δ-aryl substituted dienoates wherein silylation took place at the δ-position leading to the synthesis of single regioisomeric allylsilanes with very high stereoselectivity.
Studies on the silylation reaction of α,β-epoxy esters synthesized by Darzen's condensation reaction
Bolourtchian, Mohammed,Mamaghani, Manouchehr,Badrian, Abed
, p. 2545 - 2550 (2007/10/03)
Me3SiCl/Mg in HMPA was used for silylation of α,β-epoxy esters resulting in the corresponding β-silylated esters in a one pot reaction with reasonable yields.
The Highly Regioselective Carbonylation of Vinylsilanes
Takeuchi, Ryo,Ishii, Naomi,Sugiura, Masaharu,Sato, Nobuhiro
, p. 4189 - 4194 (2007/10/02)
The hydroesterification of vinylsilanes, catalyzed by transition-metal complexes, afforded both β-silyl esters 2 and α-silyl esters 3 in high yield.The Pd(II) complex-catalyzed reaction showed high β-regioselectivity, whereas the Co2(CO)8-catalyzed reaction showed high α-regioselectivity.Vinylsilanes which bore trialkyl-, diphenylmethyl-, dimethylethoxy-, trimethoxy-, diphenylfluoro-, and difluorophenylsilyl groups were regioselectively, and in some cases regiospecifically, hydroesterified.Pd(II) complexes were also shown to be effective catalysts of the hydrocarboxylation of vinylsilanes.Hydrocarboxylation was β-regiospecific and gave excellent yields of β-silyl carboxylic acids.Reasonable mechanisms for the reactions are described.
Electroreductive silylation of activated olefins using a reactive metal anode
Ohno,Nakahiro,Sanemitsu,Hirashima,Nishiguchi
, p. 5515 - 5516 (2007/10/02)
Electroreductive silylation of α, β-unsaturated esters, nitriles and ketones in the presence of Me3SiCl using a reactive metal anode (Mg, Zn, Al) in an undivided cell afforded the corresponding β-silyl compounds offering a valuable method for introduction of a silyl group into activated olefins.
Silyl Phosphites. XVIII. Versatile Utility of α-(Trimethylsilyloxy)-alkylphosphonates as Key Intermediates for Transformation of Aldehydes into Several Carbonyl Derivatives
Sekine, Mitsuo,Nakajima, Masashi,Kume, Akiko,Hashizume, Akio,Hata, Tsujiaki
, p. 224 - 238 (2007/10/02)
Carbonyl addition compounds of diethyl trimethylsilyl phosphite (DTMSP) with aldehydes were converted, by treatment with lithium diisopropylamide (LDA) followed by the successive alkylation and alkaline hydrolysis, to carbonyl derivatives involving aldehydes, unsymmetrical ketones, β,γ-unsaturated ketones, and carboxylic acids. β-Substituted carboxylic esters and γ-substituted lactones were prepared by use of the carbonyl addition compounds of DTMSP with α,β-unsaturated aldehydes.
Facile synthesis of β-alkyl-substituted esters from α,β-unsaturated aldehydes
Hata, Tsujiaki,Nakajima, Masashi,Sekine, Mitsuo
, p. 2047 - 2050 (2007/10/13)
β-Alkyl-substituted carboxylates were synthesized in good yields from α,β-unsaturated aldehydes by using the 1:1 carbonyl adducts with diethyl bis (trimethylsilyl) phosphite.
