143159-23-3

Upstream product

• 137190-11-5 (E)-1-Phenyl-4-trimethylsilanylmethyl-penta-1,4-dien-3-one 
• 179049-36-6 Trimethyl-(3-phenyl-1-vinyl-cyclobutoxy)-silane 
• 161742-27-4 (E)-1-phenyl-4-dimethyl(phenyl)silylmethylpenta-1,4-dien-3-one 
• 100340-33-8 3-phenyl-1-vinylcyclobutanol 
• 102-92-1 Cinnamoyl chloride 

Relevant academic research and scientific papers

SYNTHESIS OF α-METHYLENECYCLOPENTANONES VIA SILICON-DIRECTED NAZAROV REACTION OF α-TRIMETHYLSILYLMETHYL-SUBSTITUTED DIVINYL KETONES

Reactions of α-trimethylsilylmethyl-substituted divinyl ketones with FeCl3 gave α-methylene-cyclopentanones.Thienyl and N-methylpyrrolyl (α-trimethylsilylmethyl)vinyl ketones also underwent cyclization to afford the corresponding α-methylenecyclopentanone

Carbocyclization of unsaturated thioesters under palladium catalysis

An intramolecular thioester-olefin cross-coupling reaction for the preparation of cyclic ketone structures from unsaturated thioesters is described. This method capitalizes on the unique reactivity of thioesters with low-valent palladium catalysts and copper(i) salts to form acyl-metal species. Trapping of such intermediates with alkene functional groups generates the corresponding exo-methylene cycloalkanone products. Unsaturated thioester substrates, which can be accessed using a suite of modern synthetic methods, can now be regarded as precursors to complex carbocyclic derivatives.

Allene: As small in size as versatile in synthesis. A general scope of its use-fulness as a C3-synthon for carbocyclic annulations

Allenes react with silylcuprates leading to allyl- or vinylsilanes depending on the structure of the allene and the nature of the silylcuprate. The silyl group used and temperature conditions can also influence the final outcome. Reversibility is a common

Functionalised allylsilanes from silylcopper reagents and allene. A useful strategy for cyclopentane annulations

Silylcupration of allene using phenyldimethylsilylcopper or t- butyldiphenylsilylcopper followed by reaction with α,β-unsaturated acyl chlorides, aldehydes or ketones affords allylsilane-containing divinyl ketones and oxoallylsilanes, respectively. They u

Thallium ion mediated ring expansion of 1-trimethylsilyloxy-1- alkenylcycloalkanes to α-exo-methylenecycloalkanones

Treatment of TMS ethers of 1-alkenyl-1-cycloalkanols with thallium trifluoro acetate in acetonitrile affords the ring expanded α-exo- methylenecycloalkanones.

New findings on the regiochemistry of the silylcupration of allene

Allene 1 reacts at -40*C with the phenyldimethylsilylcopper reagent 6, with the opposite regioselectivity to that shown by the corresponding silylcuprate reagent 2, to give allylsilanes 7 and 10-15 rather than vinylsilanes.

Mercurinium ion mediated ring expansion of 1-alkenyl-1-cycloalkanols

TMS ethers of 1-alkenyl-1-cycloalkanols readily rearranged to the ring expanded β-mercurio cycloalkanones via mercurinium ions, which could be converted into α-methylene cycloalkanones through elimination and further one carbon expanded cycloalkanones via