88314-79-8

Upstream product

• 6270-17-3 ethyl 3-benzoylpropanoate 
• 75-16-1 methylmagnesium bromide 
• 35959-54-7 4-hydroxy-4-phenyl-valeric acid 
• 539-88-8 4-oxopentanoic acid ethyl ester 
• 98-86-2 acetophenone 
• 123-25-1 succinic acid diethyl ester 
• 67-56-1 methanol 
• 88730-09-0 C₁₁H₁₂N₂O 
• 6051-52-1 2-phenylbut-3-en-2-ol 
• 201230-82-2 carbon monoxide 
• 36122-28-8 ethyl 2-methyl-2-phenylcyclopropane-1-carboxylate 
• 129055-65-8 methyl-2 phenyl-2 (methyl-1 hydroxy-1 ethyl)-5 tetrahydrofuranne 
• 108-24-7 acetic anhydride 
• 98-83-9 isopropenylbenzene 

Downstream Products

• 24459-27-6 2-methyl-5-phenylhexane-2,5-diol 
• 4408-55-3 4-methyl-4-phenylpentanoic acid 
• 51690-49-4 4-Methyl-4-phenyl-pentanoic acid methyl ester 
• 16433-43-5 4-phenyl-1-pentanoic acid 
• 20881-29-2 dihydro-α-norcurcumenic acid methylester 
• 35959-54-7 4-hydroxy-4-phenyl-valeric acid 
• 88730-04-5 4-Hydroxy-4-phenyl-pentanoic acid hydrazide 
• 88730-06-7 1-Amino-5-methyl-5-phenyl-pyrrolidin-2-one 
• 88730-09-0 C₁₁H₁₂N₂O 
• 88730-10-3 4-Hydroxy-4-phenyl-pentanoic acid dimethylamide 
• 88730-11-4 4-Methoxy-4-phenyl-pentanoic acid methyl ester 
• 53380-17-9 4,4-diphenyl-valeric acid 
• 99647-87-7 (+/-)-4-methyl-4-phenyl-3,4-dihydronaphthalen-1(2H)-one 
• 73464-88-7 (R)-2-phenyl-hexan-2-ol 

Relevant academic research and scientific papers

One-Pot γ-Lactonization of Homopropargyl Alcohols via Intramolecular Ketene Trapping

A one-pot γ-lactonization of homopropargyl alcohols via an alkyne deprotonation/boronation/oxidation sequence has been developed. Oxidation of the generated alkynyl boronate affords the corresponding ketene intermediate, which is trapped by the adjacent hydroxy group to furnish the γ-lactone. We have optimized the conditions as well as examined the substrate scope and synthetic applications of this efficient one-pot lactonization.

Development of Nitrolactonization Mediated by Iron(III) Nitrate Nonahydrate

The nitrolactonization of alkenyl carboxylic acids mediated by Fe(NO3)3·9H2O has been developed. Nitrolactones were obtained in up to 93% yield by treatment of alkenyl carboxylic acids with Fe(NO3)3·9H2O. Mechanistic studies disclosed that the reaction proceeded through a radical intermediate generated from addition of NO2 to alkenyl carboxylic acids.

ZnI2/Zn(OTf)2-TsOH: A versatile combined-Acid system for catalytic intramolecular hydrofunctionalization and polyene cyclization

A mild and efficient combined-Acid system using a zinc(ii) salt [ZnI2 or Zn(OTf)2] and p-Toluene sulfonic acid (TsOH) was investigated for catalytic cationic cyclizations, including intramolecular hydrocarboxylation, hydroalkoxylation, hydroamination, hydroamidation, hydroarylation and polyene cyclizations. This reaction provides easy access to five-and six-membered O-and N-containing saturated heterocyclic compounds, tetrahydronaphthalene derivatives and polycyclic skeletons in excellent yield with perfect Markovnikov selectivity and under mild conditions. The operational simplicity, broad applicability, and use of inexpensive commercially available catalysts make this protocol superior to existing methodologies.

Calcium(II)- And Triflimide-Catalyzed Intramolecular Hydroacyloxylation of Unactivated Alkenes in Hexafluoroisopropanol

We report an efficient intramolecular hydroacyloxylation of unactivated alkenes, offering a streamlined access to relevant γ-lactones, which features the utilization of either a calcium(II) salt or triflimide as a catalyst in hexafluoroisopropanol. This method could be applied to the synthesis of natural products and the late-stage functionalization of natural and bioactive molecules. Additionally, DFT computations were used to elucidate the twist of reactivity observed between the hydroamidation and hydroacyloxylation of unactivated alkenes regarding the formation of 5- and 6-membered rings.

Nucleo-Palladation-Triggering Alkene Functionalization: A Route to γ-Lactones

An unprecedented strategy for the highly effective synthesis of γ-lactones from homoallylic alcohols was achieved by palladium catalysis in one step. The protocol affords aryl, alkyl, and spiro γ-lactones directly from readily available homoallylic alcohols in good yields with excellent functional group tolerance and high chemoselectivity under mild conditions.

Electroreductive coupling of aromatic ketones, aldehydes, and aldimines with α,β-unsaturated esters: Synthesis of 5-aryl substituted γ-butyrolactones and lactams

The electroreductive intermolecular coupling of aromatic ketones and aldehydes with α,β-unsaturated esters in the presence of TMSCl gave the adducts as γ-trimethylsiloxy esters. The detrimethylsilylation of the adducts with TBAF afforded 5-aryl substituted γ-butyrolactones. The electroreductive coupling of N-(4-methoxyphenyl)-1-arylmethaneimines with methyl acrylate in the presence of TMSCl gave the adducts as methyl 4-aryl-4-((4-methoxyphenyl)amino)butanoates. The adducts were transformed to 5-aryl-γ-butyrolactams by cyclization with NaH and subsequent oxidation with CAN. (±)-Norcotinine was prepared from nicotinaldehyde by this method. The electroreductive coupling of aromatic ketones and aldimines with acrylonitrile in the presence of TMSCl gave 4-aryl-4-(trimethylsiloxy)butanenitriles and 4-aryl-4-((4-methoxyphenyl)amino)butanenitriles, respectively.

MnO2-promoted carboesterification of alkenes with anhydrides: A facile approach to γ-lactones

An efficient carboesterification of alkenes with anhydrides promoted by MnO2 has been developed to afford functionalized γ-lactones in good to excellent yields. This method shows a broad substrate scope and provides a valuable and convenient synthetic tool for constructing γ-lactones.

Copper-Catalyzed Formal [2+2+1] Heteroannulation of Alkenes, Alkylnitriles, and Water: Method Development and Application to a Total Synthesis of (±)-Sacidumlignan D

A copper-catalyzed three-component reaction of alkenes, alkylnitriles, and water affords γ-butyrolactones in good yields. The domino process involves an unprecedented hydroxy-cyanoalkylation of alkenes and subsequent lactonization with the creation of three chemical bonds and a quaternary carbon center. The synthetic potential of this novel [2+2+1] heteroannulation reaction was illustrated by a concise total synthesis of (±)-sacidumlignan D.

Catalytic Synthesis of Saturated Oxygen Heterocycles by Hydrofunctionalization of Unactivated Olefins: Unprotected and Protected Strategies

A mild, general, and functional group tolerant intramolecular hydroalkoxylation and hydroacyloxylation of unactivated olefins using a Co(salen) complex, an N-fluoropyridinium salt, and a disiloxane reagent is described. This reaction was carried out at ro

Use of electrochemistry to provide efficient SmI2 catalytic system for coupling reactions.

Samarium metal has been used for the first time as electrode material to perform as an efficient and versatile SmI2 catalytic system assisted by electrochemistry. The established electrocatalytic procedure that excludes any metal additives was successfully applied in various transformations mediated by this useful reagent.