88261-99-8

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 2612-42-2 (dibromomethyl)trimethylsilane 
• 16520-62-0 4-Phenyl-1-butyne 
• 2344-80-1 Chloromethyltrimethylsilane 
• 75-77-4 chloro-trimethyl-silane 
• 87837-53-4 4-phenyl 1-phenylsulphonyl but-1-ene 

Downstream Products

• 1207204-67-8 C₁₃H₂₂OSi 
• 883562-61-6 2-(4-phenyl-1-trimethylsilanyl-butyl)-[1,3,2]dioxaborinane 
• 88261-98-7 (E)-trimethyl(4-phenylbut-1-en-1-yl)silane 
• 16520-62-0 4-Phenyl-1-butyne 

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

Facile hydroboration of (Z)-1-trimethylsilyl-1-alkenes with dichloroborane-dioxane complex: An easy access to gem-dimetalloalkanes containing boron and silicon

(Z)-1-trimethylsilyl-1-alkenes easily prepared by the hydroboration of the corresponding 1-trimethylsilyl-1-alkynes followed by protonolysis with acetic acid, readily react with dichloroborane-dioxane complex in dichloromethane for 6 h. The resulting solution is then treated with 1,3-propane diol in dichloromethane at 0 °C for half an hour to provide the corresponding gem-dimetalloalkanes containing boron and silicon. These α- trimethylsilylalkylboronate esters are purified by vacuum distillation in high yields (72-84%) and the structures of these novel intermediates are further confirmed by selective oxidation with alkaline hydrogen peroxide to provide the corresponding alcohols containing α-trimethylsilyl group in 78-88% isolated yields.

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.

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.

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.

A NEW STEREOSELECTIVE SYNTHESIS OF VINYLSILANES UTILIZING VINYL SULFONES

Vinylsilanes 3 were prepared stereoselectively from vinyl sulfones via the formation of β-tributylstannyl sulfones 2.The stereochemistry of 3 was controlled by the choice of the method for the destannylsulfonation of 2.