65335-73-1

Upstream product

• 930-30-3 cyclopent-2-enone 
• 766-77-8 Dimethylphenylsilane 
• 120-92-3 cyclopentanone 
• 3839-31-4 dimethyl(phenyl)silyllithium 
• 164669-35-6 5-Bromo-1-(dimethyl-phenyl-silanyl)-5-tributylstannanyl-pentan-1-one 
• 127813-14-3 1-(Dimethyl-phenyl-silanyl)-cyclopent-2-enol 

Downstream Products

• 56-33-7 1,1,3,3-tetramethyl-1,3-diphenyldisiloxane 

Relevant academic research and scientific papers

B(C6F5)3 catalyzed hydrosilation of enones and silyl enol ethers

The 1,4 hydrosilation of a variety of simple α,β-unsaturated enones as catalyzed by B(C6F5)3 (1-2%) is described. For substrates with no steric hindrance near the β-carbon, 1,4 addition of silane is very clean; in other instances, 1,2 hydrosilation is competitive. The reaction is facile with five commercially available silane reagents. For two examples, a novel hydrosilation of the resulting silylenol ethers was also observed. The net trans stereochemistry of H-Si addition to the silylenol ether C=C bond was established and points to a stepwise mechanism for this reaction. This was supported by the observation and full spectroscopic characterization of a silylcarboxonium ion intermediate with an [HB(C6F5)3]- counteranion in the hydrosilation of the silylenol ether derived from 4,4-dimethyl-2-cyclohexen-1-one and PhMe2SiH.

Transition metal catalysis in fluorous media: Extension of a new immobilization principle to biphasic and monophasic rhodium-catalyzed hydrosilylations of ketones and enones

The title protocol utilizes CF3C6F11 solutions of ClRh[P(CH2CH2(CF2)(n-1)CF3)3]3 (n=6, 8; 0.8-0.2 mol%) and toluene (biphasic conditions, 60°C) or hexanes o

Monophasic and biphasic hydrosilylations of enones and ketones using a fluorous rhodium catalyst that is easily recycled under fluorous-organic liquid-liquid biphasic conditions

Additions of PhMe2SiH to 2-cyclohexen-1-one, 2-cyclopenten-1-one, 4,4-dimethyl-2-cyclohexen-1-one, and cyclohexanone (11) are catalyzed by the rhodium complexes ClRh[P(CH2CH2(CF 2)n-1CF3)s

[Rh(OH)(cod)]2 (cod = 1,5-cyclooctadiene): A highly efficient catalyst for 1,4-hydrosilylation of α,β-unsaturated carbonyl compounds

[Rh(OH)(cod)]2 (cod: 1,5-cyclooctadiene) is found to be a highly efficient catalyst for 1,4-hydrosilylation of α,β-unsaturated carbonyl compounds leading to enolsilanes. The reaction of 2-cyclohexen-1-one with HSiMe(OEt)2 in the pres

Dehydrogenative silylation of ketones catalyzed by diphosphinidenecyclobutene-coordinated platinum(II) complexes

Methylplatinum triflate coordinated with 1,2-diphenyl-3,4-bis[(2,4,6-tri-t-butylphenyl)phosphinidene]cyclobutene serves as a highly selective catalyst for dehydrogenative silylation of ketones with HSiMe2Ph in the presence of pyridine as a co-c

Intramolecular Cyclizations of α-Stannyl Radicals to Acylsilanes: Regiospecific Syntheses of Five-membered Cyclic Silyl Enol Ethers

α-Stannyl radicals generated from acylsilanes 5, 13 and 14 cyclize to give good yields of cyclic silyl enol ethers after sequential cyclizations, radical Brook rearrangements and β-scissions.

Hydridotetrakis(triphenylphosphine)rhodium(I) as an Effective Catalyst for the Regiospecific Hydrosilation of α,β-Unsaturated Carbonyl Compounds

Hydridotetrakis(triphenylphosphine)rhodium(I) acts as an effective catalyst for the reactions of α,β-unsaturated carbonyl compounds with silanes to give regioselectively the enol silyl ethers in a 1,4-hydrosilation.

1,2-Addition of dimethyl(phenyl)silyllithium to cyclic α,β-unsaturated ketones and regiospecific generation of cyclic silyl enol ethers through Brook rearrangement of the 1,2-addition products

A highly convenient two-step sequence for the regiospecific synthesis of cyclic silyl enol ethers has been developed involving the 1,2-addition of dimethyl(phenyl)silyllithium to cyclic α,β-unsaturated ketones followed by the treatment of the resulting silyl carbinols with a catalytic amount of NaH in THF at 25°C.