155253-53-5

Upstream product

• 930-30-3 cyclopent-2-enone 
• 108-24-7 acetic anhydride 
• 127129-72-0 3-(1'-nitroethyl)cyclopentanone 
• 27326-88-1 3-acetyl-2-cyclopenten-1-one 
• 36884-29-4 4-bromo-pent-4-enal 
• 128860-65-1 4-bromo-4-pentenal dimethyl acetal 
• 155254-49-2 4-acetyl-4-pentenal dimethyl acetal 
• 155254-44-7 4-acetyl-4-pentenal 
• 568590-05-6 dimethyl 2-methyl-2-(3-oxocyclopentyl)malonate 
• 70150-56-0 (+/-)-4-hydroxy-4-methyl-2-cyclohexen-1-one 
• 4683-24-3 1,4-dioxa-spiro[4.5]dec-6-en-8-one 
• 13411-48-8 1-(trimethylsilyl)ethanone 
• 79-24-3 Nitroethane 

Relevant academic research and scientific papers

Substituent effect on the photochemistry of 4,4-dialkoxylated- and 4-hydroxylated cyclohexenones

Photochemistry of the title compounds in various solvents was studied using a broad band of light centered at 350 nm. C-4 spiroketal cyclohexenone 4 (1.0 M) afforded dimers and 12b with the predominance of the former in polar solvent and the latter in non

Synthesis of Diketones, Ketoesters, and Tetraketones by Electrochemical Oxidative Decarboxylation of Malonic Acid Derivatives: Application to the Synthesis of cis-Jasmone

Disubstituted malonic acid derivatives are smoothly converted into diketones and ketoesters in good to excellent yield (68% to 91%) under electrochemical conditions. The scope can be extended to transform trisubstituted bis-malonic acids into tetraketones in 77% to 86% yield. The new method was applied to the total synthesis of cis-jasmone.

Synthesis of Diketones, Ketoesters, and Tetraketones by Electrochemical Oxidative Decarboxylation of Malonic Acid Derivatives: Application to the Synthesis of cis-Jasmone

Disubstituted malonic acid derivatives are smoothly converted into diketones and ketoesters in good to excellent yield (68% to 91%) under electrochemical conditions. The scope can be extended to transform trisubstituted bis-malonic acids into tetraketones in 77% to 86% yield. The new method was applied to the total synthesis of cis-jasmone.

Hydride reduction of alpha, beta-unsaturated carbonyl compounds using chiral organic catalysts

Nonmetallic, chiral organic catalysts are used to catalyze the 1,4-hydride reduction of an α,β-unsaturated carbonyl compound. The α,β-unsaturated carbonyl compound may be an aldehyde or cyclic ketone, and the hydride donor may be a dihydropyridine. The reaction is enantioselective, and proceeds with a variety of hydride donors, catalysts, and substrates. The invention also provides compositions effective in carrying out the 1,4-hydride addition of α,β-unsaturated carbonyl compounds.

Organocatalytic transfer hydrogenation of cyclic enones

The first enantioselective organocatalytic transfer hydrogenation of cyclic enones has been accomplished. The use of iminium catalysis has provided a new organocatalytic strategy for the enantioselective reduction of β,β-substituted α,β-unsaturated cycloalkenones, to generate β-stereogenic cyclic ketones. The use of imidazolidinone 4 as the asymmetric catalyst has been found to mediate the hydrogenation of a large class of enone substrates with tert-butyl Hantzsch ester serving as an inexpensive source of hydrogen. The capacity of catalyst 4 to enable enantioselective transfer hydrogenation of cycloalkenones has been extended to five-, six-, and seven-membered ring systems. The sense of asymmetric induction is in complete accord with the stereochemical model first reported in conjunction with the use of catalyst 4 for enantioselective ketone Diels-Alder reactions. Copyright

Samarium diiodide-mediated pinacolization of diketones - II. Synthesis of polycyclic frameworks containing a cyclobutane-1,2-diol and a cyclopentane-1,2-diol

The title reaction has been applied to the synthesis of a variety of polycyclic networks. Scope and limitations of the procedure are evaluated.

Clemmensen Reduction. XI. Fragmentation Reactions of Some 3-Acetylcycloalkanones

Clemmensen reduction of a series of 3-acetylcycloalkanones yields, as the major product, an acyclic unsaturated ketone, the product of fragmentation.Some normal carbonyl-methylene reduction also occurs.A mechanistic rationale for the fragmentation is advanced.

Asymmetric catalysis. Asymmetric catalytic intramolecular hydroacylation of 4-pentenals using chiral rhodium diphosphine catalysts

Catalysts of the type [Rh(chiral diphosphine)]+ convert 4-substituted 4-pentenals into the corresponding 3-substituted cyclopentanones with generally high turnover numbers and frequencies at 25 °C. The enantioselectivities of various substituted 4-pentenals with two chiral diphosphines have been explored. It was found that with the binap catalyst, almost complete enantioselectivity is observed for 4-pentenal substrates bearing 4-substituted tertiary substituents and for ester groups. Ketonic substituents give very high enantioselectivities. The mechanism of intramolecular hydroacylation has been explored, and it is suggested that an important consideration for obtaining high turnover frequencies is related to the acyl-alkyl reductive elimination mechanism which is inferred to occur by a process similar to ester hydrolysis. The origin of the enantioselection is discussed in terms of the interactions between the phenyl groups of the phosphine and the substituent of the pentenal.

Asymmetric catalysis. Asymmetric catalytic intramolecular hydrosilation and hydroacylation

Catalysts of the type [Rh(chiral diphosphine)]+ efficiently catalyse the intramolecular hydrosilation of silyl ethers derived from allylic alcohols. The products can be converted to chiral 1,3-diols. High enantiomeric excesses (ee's) are observ

OXIDATIVE CONVERSION OF ALIPHATIC NITROCOMPOUNDS TO CARBONYLS USING SODIUM CHLORITE

Aliphatic Nitrocompounds are converted to corresponding Carbonyls by means of Sodium Chlorite under phase transfer catalysis conditions (CH2Cl2-NaOH-1N-Bu4NHSO4).Primary nitrocompounds give aldehydes while secondary nitroalkanes give ketones in good yields.