126087-54-5

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 591-50-4 iodobenzene 
• 98088-48-3 1-(allyloxy)-1-phenylbut-3-ene 
• 158092-04-7 4-Phenyl-3-oxahept-6-enal 
• 100-52-7 benzaldehyde 
• 936447-64-2 4-bromo-2-phenyltetrahydro-2H-pyran 
• 80735-94-0 1-Phenyl-3-buten-1-ol 
• 141412-46-6 2-butenyl 1-phenyl-3-butenyl ether 

Downstream Products

• 4660-17-7 rac-6-phenyl-5,6-dihydro-2H-pyran-2-one 
• 13544-26-8 6-phenyl-3,4-dihydro-2H-pyran 
• 16015-12-6 3,4-dihydro-2-phenyl-2H-pyran 

Relevant academic research and scientific papers

Application of a Grubbs-Hoveyda metathesis catalyst noncovalently immobilized by fluorous-fluorous interactions

A Grubbs-Hoveyda metathesis catalyst bearing a tris(perfluoroalkyl)silyl tag for efficient noncovalent attachment to fluorous silica gel (FSG) was synthesized and employed in ring-closing metathesis (RCM) reactions in CH 2Cl2. After

Solid phase heterocyclic synthesis via ring closing metathesis: Traceless linking and cyclative cleavage through a carbon-carbon double bond

Ring closing metathesis was utilized to affect cyclative cleavage of resin-bound α,ω dienes in the solid phase synthesis of dihydropyarans, pipecolinic acid derivatives and Freidinger lactams.

A recyclable 'boomerang' polymer-supported ruthenium catalyst for olefin metathesis

Polymer supported ruthenium catalyst 8 was found to be an effective catalyst for ring closing metathesis. The rate of reaction and activity was found to be comparable to that of homogeneous catalyst 1. In addition, the catalyst could be recycled and re-us

Catalysts on functionalized polymer chips (PC) as recyclable entities

We describe surface-modified sintered polyethylene sheets as a suitable carrier system for various catalysts. The material shows high rigidity and no swelling properties and allows for easy removal and reuse of the supported catalysts. The application was demonstrated for Pd-, Rh-, and Ru-catalysts in Suzuki couplings, hydroformylation, and olefin metathesis, respectively. Georg Thieme Verlag Stuttgart.

Activation of olefin metathesis complexes containing unsymmetrical unsaturated N-heterocyclic carbenes by copper and gold transmetalation

The activation of ruthenium-indenylidene complexes containing two unsymmetrical unsaturated N-heterocyclic carbenes (u2-NHCs) by a transmetalation process is reported. The use of copper(i) or gold(i) chlorides promotes the rapid trapping of one NHC ligand, which releases the catalytically active Ru-species. Impressive initiation rates with full-conversions are observed within one minute. This practical protocol demonstrates excellent catalytic performances in various ring-closing metathesis (RCM) and self-metathesis (SM) reactions.

Merging Halogen-Atom Transfer (XAT) and Cobalt Catalysis to Override E2-Selectivity in the Elimination of Alkyl Halides: A Mild Route towardcontra-Thermodynamic Olefins

We report here a mechanistically distinct tactic to carry E2-type eliminations on alkyl halides. This strategy exploits the interplay of α-aminoalkyl radical-mediated halogen-atom transfer (XAT) with desaturative cobalt catalysis. The methodology is high-yielding, tolerates many functionalities, and was used to access industrially relevant materials. In contrast to thermal E2 eliminations where unsymmetrical substrates give regioisomeric mixtures, this approach enables, by fine-tuning of the electronic and steric properties of the cobalt catalyst, to obtain high olefin positional selectivity. This unprecedented mechanistic feature has allowed access tocontra-thermodynamic olefins, elusive by E2 eliminations.

Silylcyclopropanes by Selective [1,4]-Wittig Rearrangement of 4-Silyl-5,6-dihydropyrans

4-Silyl-5,6-dihydropyrans undergo remarkably selective [1,4]-Wittig rearrangements to give silylcyclopropanes in good yields. The selectivity is independent of the silyl group, but it is influenced by the electronic character of the migrating center. Elec

A Scalable Membrane Pervaporation Approach for Continuous Flow Olefin Metathesis

The translation of olefin metathesis reactions from the laboratory to process scale has been challenging with traditional batch techniques. In this contribution, we describe a continuous membrane reactor design that selectively permeates the ethylene byproduct from metathetical processes, thereby overcoming the mass-transport limitations that have negatively influenced the efficiency of this transformation in batch vessels. The membrane sheet-in-frame pervaporation module yielded turnover numbers of >7500 in the case of diethyl diallylmalonate ring-closing metathesis. The preparation of more challenging, low-effective-molarity substrates, a cyclooctene and a 14-membered macrocyclic lactone, was also effective. A comparison of optimal membrane reactor conditions to a sealed tubular reactor revealed that the benefits of ethylene removal are most apparent at low reaction concentrations.

Visible-Light-Controlled Ruthenium-Catalyzed Olefin Metathesis

Olefin metathesis is now one of the most efficient ways to create new carbon-carbon bonds. While most efforts focused on the development of ever-more efficient catalysts, a particular attention has recently been devoted to developing latent metathesis cat

Visible-Light-Controlled Ruthenium-Catalyzed Olefin Metathesis

Olefin metathesis is now one of the most efficient ways to create new carbon-carbon bonds. While most efforts focused on the development of ever-more efficient catalysts, a particular attention has recently been devoted to developing latent metathesis cat