14963-40-7

Upstream product

• 7180-62-3 4-methoxy-5-methylcyclopent-4-ene-1,3-dione 
• 548774-26-1 C₉H₁₆OSi 
• 7180-58-7 4-hydroxy-3-methoxy-2-methyl-cyclopent-2-enone 
• 92173-29-0 5-Benzenesulfinyl-2-methyl-pentanoic acid methyl-phenyl-amide 
• 80864-55-7 2-methyl-2-(phenylseleno)cyclopentanone 
• 201230-82-2 carbon monoxide 
• 15786-46-6 cis-trans-4-Hydroxy-2-methyl-cyclopentan-1-on 
• 92173-38-1 2-Benzenesulfinyl-5-methyl-cyclopentanone 
• 765-56-0 4-bromocyclopent-2-enone 
• 676-58-4 methylmagnesium chloride 
• 19931-04-5 (+/-)-5-chloro-5-methyl-2-cyclopentenone 

Downstream Products

• 1121-33-1 (2R,4R)-2,4-Dimethyl-cyclopentanone 
• 1121-33-1 (2R,4S)-2,4-Dimethyl-cyclopentanone 

Relevant academic research and scientific papers

Hydroxylic additives enhance yield and scalability of silicon-directed Nazarov reaction

As a result of difficulties in scaling up silicon-directed Nazarov cyclization for use in the synthesis of taxane natural products, the effect of additives was examined. Hydroxylic additives were found to convey a consistent beneficial effect on the rate, overall yield, and scalability of these reactions. Optimal conditions (1.5 equiv methanol or water with substoichiometric FeCl3), were successfully applied to a range of β-silyl dienone substrates, including several complex polycyclic examples, as well as simpler dienones previously shown to be low-yielding or completely unreactive under the conventional conditions.

Cyclocarbonylation of acyclic 1,3-dienes via their tricarbonyl iron complexes: Cyclopenten-2-ones and dicarbonyl cyclopentadienyl iron halides

Tricarbonyl iron complexes of acyclic 1,3-dienes can be converted to conjugated cyclopentenones by decomplexation with aluminium halides. Most complexes of simple dienes need drastic conditions for the cyclocarbonylation to occur (100 Atm CO, 100°C), with the exception of 1,1,3-trialkylbutadiene complexes which are nearly quantitatively converted into cyclopentenones at room temperature, even in the absence of a CO atmosphere. Under the same mild conditions, the other complexes lead in modest yields to cyclopentadienyl dicarbonyl iron halides by a cyclocarbonylation reaction followed by an aluminium halide promoted deoxygenation.

Synthesis and structural characterization of (η4-cyclopentadienone)(η 5-cyclopentadienyl)dicarbonylmolybdenum hexafluorophosphate. A template for the stereospecific construction of cis-4,5-disubstituted-2-cyclopentenones

A stable, cationic metal π-complex of cyclopentadienone, (η4-cyclopentadienone)(η 5-cyclopentadienyl)dicarbonylmolybdenum hexafluorophosphate, has been prepared in good yield. A variety of nucleophiles (RLi, RMgX, NaCH(CO2

REARRANGEMENT OF α-PHENYLSELENENYLKETONES.2

1,3-rearrangements of phenylselenenylketones which lack steric bulk at the α-carbon can be conveniently achieved by taking advantage of the greater reactivity of sodium enolates relative to their lithium counterparts.

INTRAMOLECULAR ACYLATION OF α-SULFINYL CARBANION: A NEW GENERAL ROUTE TO 5-SUBSTITUTED Δ2-CYCLOPENTENONES

A general method for the preparation of 5-substituted Δ2-cyclopentenones via the intramolecular acylation of α-sulfinyl carbanions has been demonstrated.

Process for preparing cyclopentenone derivatives

A novel and industrial process for preparing cyclopentenone derivatives by heating C5 ?C13 aliphatic acids having one substituent or intramolecular esters thereof in the presence of a solid acid catalyst in a good yield.