88261-98-7

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 2612-42-2 (dibromomethyl)trimethylsilane 
• 75-77-4 chloro-trimethyl-silane 
• 87837-53-4 4-phenyl 1-phenylsulphonyl but-1-ene 
• 1589-82-8 phenylmagnesium bromide 
• 59877-18-8 (E)-3-chloro-1-trimethylsilylprop-1-ene 
• 88261-99-8 (Z)-trimethyl(4-phenylbut-1-en-1-yl)silane 
• 29955-07-5 trimethyl(diiodomethyl)silane 
• 16029-98-4 trimethylsilyl iodide 
• 768-56-9 4-Phenylbut-1-ene 
• 40277-01-8 1-(trimethylsilyl)-4-phenyl-1-butyne 
• 16520-62-0 4-Phenyl-1-butyne 
• 184370-59-0 (E)-1-iodo-4-phenyl-1-butene 
• 2344-80-1 Chloromethyltrimethylsilane 

Downstream Products

• 33046-41-2 (E)-6-phenyl-3-hexen-2-one 
• 1207204-67-8 C₁₃H₂₂OSi 
• 27066-35-9 (E)-1,4-diphenylbut-1-ene 
• 134273-12-4 (2E)-5-phenyl-2-pentanophenone 

Relevant academic research and scientific papers

Regio- and enantioselective monoborylation of alkenylsilanes catalyzed by an electron-donating chiral phosphine-Copper(I) complex

An asymmetric monoborylation of alkenylsilanes catalyzed by a copper(I) complex with the chiral bisphosphine ligand BenzP* is reported. The reaction proceeded with excellent regioselectivity and high enantioselectivity to afford the corresponding opticall

Preparation of allyl and vinyl silanes by the palladium-catalyzed silylation of terminal olefins: A silyl-heck reaction

Installing silicon is easy! A high-yielding protocol for the palladium-catalyzed silylation of terminal alkenes is reported. This method allows facile conversion of styrenes to E-β-silyl styrenes by using iodotrimethylsilane (TMSI) or chlorotrimethylsilane/lithium iodide (see scheme). Terminal allyl silanes with good E/Z ratios are also readily accessed from α-olefins.

Rhodium-catalyzed acylation of vinylsilanes with acid anhydrides

A catalytic acylation of vinylsilane with acid anhydride is accomplished by the use of [RhCl(CO)2]2, in which the transmetalation between vinylsilane and rhodium(I) carbonyl complex plays a key role. The application of this acylation reaction to (1-acyloxyvinyl)silanes provides synthetic methods for α-acyloxy enones, α-diketones, and their derivatives.

Transformation of aldehydes into (E)-1-alkenylsilanes and (E)-1-alkenylboronic esters with a catalytic amount of a chromium salt

(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.

One-pot transformation of RCHO to (E)-RCH=CHSiMe3 using CHI3, Mn, Me3SiCl, and a catalytic amount of CrCl2

Iodoform is reduced with manganese in the presence of Me3SiCl to give Me3SiCHI2 (1). A one-pot transformation of aldehydes to (E)-1- alkenyltrimethylsilanes is then performed with iodoform, manganese, Me2SiCl, and a catalytic amount of chromium(II) chloride in THF via in situ formation of 1.

Alkylidenation of carbonyl compounds with gem-dizincioalkanes mediated with titanium dichloride

Olefination of carbonyl compounds with gem-dizincio-alkanes, bis(iodozincio)methane, 1,1-bis(iodozincio)ethane, and bis(bromozincio)methyltrimethylsilane, afforded the corresponding olefins in good to excellent yields.

Effect of Silica Gel on the Benzenesulfinic Acid Catalyzed Isomerization of Vinylsilanes. Formation of Silyl Benzenesulfinate

A new method for the isomerization of (Z)-vinylsilanes into the E isomers has been developed.In contrast to the facile protodesilylation of vinylsilanes with arenesulfinic acids, use of silica gel as an additive in the reaction of vinylsilanes with benzenesulfinic acid makes possible the selective isomerization of the double-bond geometry by decreasing the rate of the competing protodesilylation.On the basis of the finding that the isomerization proceeds on the surface of the silica gel activated with benzenesulfinic acid and that benzenesulfinic esters such as ethyl, tributylstannyl, and trimethylsilyl benzenesulfinates are also effective as catalysts for the isomerization, the selective isomerization of vinylsilanes was interpreted in terms of the in situ formation of silyl benzenesulfinate bound to a silanol group of the surface of silica gel.

Highly Stereoselective Synthesis of Vinylsilanes from Carbonyl Compounds

The in situ generated (chlorolithiomethyl)trimethylsilane reacts at -60 deg C to -45 deg C with different aldehydes or ketones 1 to afford, after lithation with lithium naphthalenide at -78 deg C to 20 deg C, vinylsilanes 5a-h in a stereoselective manner.

STEREOSELECTIVE SYNTHESIS OF (E)-ALKENYLSILANES FROM ALDEHYDES WITH A REAGENT PREPARED BY CHROMIUM(II) REDUCTION OF Me3SiCHBr2

Aldehydes are converted to the corresponding (E)-alkenylsilanes with one carbon homologation by means of a gemdichromium reagent prepared by CrCl2 reduction of Me3SiCHBr2 in THF.Transformation of aldehydes into alkenyl sulfides is also achieved with a com

Intramolecular Aromatic Cyclizations of Alkenyliodonium Tetrafluoroborates

1,2-Dihydronaphthalene and 2H-chromene derivatives have been synthesized by thermal intramolecular cyclizations of alkenyliodonium tetrafluoroborates under mild reaction conditions.