87955-56-4

Upstream product

• 20109-09-5 1-(phenylethynyl)-1-cyclohexanol 
• 13456-84-3 cyclohex-1-enylethynylbenzene 
• 78-27-3 1-Ethynylcyclohexan-1-ol 
• 931-49-7 1-ethenylcyclohexene 
• 108-94-1 cyclohexanone 

Downstream Products

• 33158-13-3 2-phenyl-4,5,6,7-tetrahydrobenzofuran 
• 53661-37-3 2-(2-phenylacetyl)cyclohexanone 
• 107442-33-1 (S^*,S^*)-2-(2-phenylpropenylidene)-1-cyclohexanol 
• 107442-33-1 (R^*,S^*)-2-(2-phenylpropenylidene)-1-cyclohexanol 
• 371158-04-2 4,5,6,7-tetrahydro-3-iodo-2-phenylbenzofuran 
• 1401465-24-4 2-phenyl-1-[(1S)-1-phenylethyl]-4,5,6,7-tetrahydro-1H-indole 
• 1401465-25-5 ethyl (2S)-3-Phenyl-2-(2-phenyl-4,5,6,7-tetrahydro-1H-indol-1-yl)propionate 
• 107442-35-3 (R^*,S^*)-2-(2-phenyl-3-methylbutenylidene)-1-cyclohexanol 
• 107442-34-2 (R^*,S^*)-2-(2-phenylhexenylidene)-1-cyclohexanol 

Relevant academic research and scientific papers

Palladium-catalyzed coupling reaction of propargylic oxiranes with arylboronic acids in aqueous media

A novel type of coupling reaction has been developed by the palladium-catalyzed reaction of propargylic oxiranes with arylboronic acids, in which anti-substituted 4-aryl-2,3-allenols were produced in a highly diastereoselective manner. A chiral-substitute

Copper-catalyzed silylation reactions of propargyl epoxides: Easy access to 2,3-allenols and stereodefined alkenes

Efficient silylation reactions of propargyl epoxides catalyzed by copper catalysts have been developed. Under mild reaction conditions, tri- and tetra-substituted functionalized allenols and alkenes could be selectively obtained in moderate to high yields

Stereoselective Traceless Borylation–Allenation of Propargylic Epoxides: Dual Role of the Copper Catalyst

Chiral α-allenols are prepared with high diastereocontrol through an unprecedented and spontaneous β-oxygen elimination of an α-epoxy vinyl boronate. Stochiometric experiments and DFT calculations support a dual role of the copper catalyst, which orchestrates the hydroboration and the syn-elimination step.

Highly stereoselective and scalable synthesis of trans -fused octahydrocyclohepta[ b ]pyrrol-4(1 H)-ones via the aza-Cope-Mannich rearrangement in racemic and enantiopure forms

We have developed an efficient and stereoselective route to trans-fused octahydrocyclohepta[b]pyrrol-4(1H)-ones. The key features of our synthesis include the regioselective epoxide ring-opening of alkynyl oxiranes and a stereoselective aza-Cope-Mannich r

Synthesis of 2-phenyl-4,5,6,7-tetrahydro-1H-indoles with a chiral substituent at the nitrogen atom

An efficient method has been developed for the enantioselective synthesis of 2-phenyl-4,5,6,7-tetra-hydro-1H-indoles containing chiral substituents at the nitrogen atom. It is based on opening of the epoxide fragment of 1-phenylethynyl-7-oxabicyclo[4.1.0]

Silver(I)-catalyzed cascade: Direct access to furans from alkynyloxiranes

(Chemical Equation Presented) Functionalized furans are conveniently formed by a new silver(I)-catalyzed reaction of alk-1-ynyl oxiranes in the presence of p-toluenesulfonic acid and methanol. Evidence supported a cascade mechanism.

Mechanistic studies and improvement of coinage metal-catalyzed transformation of alkynyloxiranes to furans: An alcohol addition-cyclization- elimination cascade

(Chemical Equation Presented) In the presence of alcohol Ag or Au salts or complexes catalyze the conversion of alkynyloxiranes to substituted furans. Both catalysts are effective, and a large furan diversity can be obtained in high yield with one or the

Syntheses of substituted furans and pyrroles by platinum-catalyzed cyclizations of propargylic oxiranes and aziridines in aqueous media

The reactions of propargylic oxiranes and aziridines with a platinum catalyst in aqueous media are described. Furans having a variety of substituents were conveniently synthesized by the platinum-catalyzed reaction of propargylic oxiranes. The reaction in the presence of N-iodosuccinimide afforded the 3-iodo-substituted furan, which was further functionalized to tetrasubstituted furans with high efficiency. Propargylic aziridines were also reacted with the platinum catalyst to produce the corresponding substituted pyrroles in good yields. Georg Thieme Verlag Stuttgart.

Efficient synthesis of substituted 3-iodofurans by electrophilic cyclization of propargylic oxirane derivatives

The electrophilic cyclization of various propargylic oxirane compounds and I2 offers an efficient and straightforward route to highly substituted iodofurans under mild reaction conditions. Further functionalization has demonstrated that the iod

Palladium-catalyzed diastereoselective coupling of propargylic oxiranes with terminal alkynes

A diastereoselective coupling of propargylic oxiranes with terminal alkynes has been developed with use of a palladium catalyst. The stereochemistries of the resulting 4-alkynyl-substituted 2,3-allenols have been altered depending on the palladium catalyst. An optically active antf-substituted aliene was synthesized from the reaction of an enantiomerically enriched propargylic oxirane without loss of chirality.