13694-36-5

Upstream product

• 57204-95-2 2-(phenylselanyl)cyclohex-2-en-1-one 
• 620-05-3 iodomethylbenzene 
• 130602-11-8 7-phenyl-hept-6-ynal 
• 157584-95-7 2-(Hydroxy-phenyl-methyl)-3-phenylsulfanyl-cyclohexanone 
• 136551-49-0 2-Benzyl-3-trimethylstannanyl-cyclohexanone 
• 79233-94-6 2,3a,5,6,7,7a-hexahydro-3H,4H-benzothiophene-3,4-dione 
• 100-44-7 benzyl chloride 
• 930-68-7 cyclohexenone 
• 100-39-0 benzyl bromide 
• 154911-49-6 2-benzyl-2-(methylthio)cyclohexanone 
• 108-94-1 cyclohexanone 
• 52190-35-9 2-(methylthio)cyclohexanone 
• 113371-42-9 6-Methoxy-2-phenethyl-tetrahydro-pyran-2-carbonitrile 
• 113371-37-2 2-cyano-6-methoxytetrahydropyran 

Downstream Products

• 1432505-31-1 C₁₇H₁₈O₃ 
• 1432505-42-4 C₁₈H₂₀O₃ 
• 1432505-50-4 C₁₇H₂₀O 
• 28994-41-4 o-Benzylphenol 
• 1446394-40-6 C₂₀H₂₅NO₃ 
• 1446394-35-9 C₂₂H₂₄OS 
• 1446394-29-1 C₂₁H₂₉NO₄ 
• 1446394-22-4 C₂₀H₂₅NO₃ 
• 946-33-8 2-benzylcyclohexan-1-one 

Relevant academic research and scientific papers

Copper/palladium-catalyzed 1,4 reduction and asymmetric allylic alkylation of α,β-unsaturated ketones: Enantioselective dual catalysis

Cooperative efforts: The catalytic coupling of the two organometallic intermediates is possible through a Cu/Pd-based dual catalysis (see scheme; LG=leaving group), in which the CuI catalytic cycle generates catalytically the starting material

Cycloalkenone Synthesis via Lewis Acid Catalyzed Retro Diels-Alder Reactions of Norbornene Derivatives: Synthesis of 12-Oxophytodienoic Acid

Norbornene derivatives of type 1 undergo retro Diels-Alder reactions at or below ambient temperature in the presence of methylaluminium dichloride and a reactive dienophile.Application of the cycloreversion methodology to the synthesis of 12-oxophyt

Versatile CuI/Pd0 dual catalysis for the synthesis of quaternary α-allylated carbonyl compounds: Development, mechanistic investigations and scope

We report herein a versatile cooperative dual catalysis reaction based on a CuI/Pd0 system. Mechanistic investigation shows that every component plays a crucial role in determining the reaction outcome. The reaction is successfully extended to various substrates; such as α,β-unsaturated ketones, malonates and coumarins. The strategy tolerates different substitution patterns and affords good yields for each family of substrates.

Hydroxy chalcogenide-promoted Morita-Baylis-Hillman Alkylation reaction: Intermolecular applications with alkyl halides as electrophiles

Hydroxysulfides acted as catalysts to promote the Morita-Baylis-Hillman alkylation reaction of cyclohexenones and dihydropyridinones. The procedure worked efficiently with a variety of halides as electrophiles. Side reactions were in competition with the MBH alkylation, but fine-tuning the reaction conditions minimized their occurence.

Hydroxy Chalcogenide-Promoted Morita-Baylis-Hillman Alkylation Reaction: Intermolecular Applications with Alkyl Halides as Electrophiles

Hydroxysulfides acted as catalysts to promote the Morita-Baylis-Hillman alkylation reaction of cyclohexenones and dihydropyridinones. The procedure worked efficiently with a variety of halides as electrophiles. Side reactions were in competition with the

From vinyl pyranoses to carbasugars by an iron-catalyzed reaction complementary to classical Ferrier carbocyclization

Starting from vinyl pyranoses an iron-catalyzed tandem isomerization- intramolecular aldolization reaction was developed to prepare cyclohexenone derivatives bearing substituents on the double bond, and it has been applied in a short synthesis of 4-epi-ga

Lithium naphthalenide induced reductive selenenylation of α-cyano ketones: A regiocontrolled process for α-phenylseleno ketones and one-pot conversion into enone system

An efficient procedure for the regiocontrolled synthesis of α-phenylseleno ketones has been developed, making use of the lithium naphthalenide induced reductive selenenylation of the α-cyano ketone system as a key operation. Moreover, seleno ketones thus generated in situ, upon subsequent treatment with hydrogen peroxide and acetic acid, could be further converted into the corresponding enones with a high degree of regioselectivity, presumably due to the lithium salt mediated selenoxide syn-elimination process. Georg Thieme Verlag Stuttgart.

Rhodium-catalyzed intramolecular hydroacylation of 5- and 6-alkynals: Convenient synthesis of α-alkylidenecycloalkanones and cycloalkenones

A novel intramolecular hydroacylation of 5- and 6-alkynals leading to α-alkylidenecycloalkanones was accomplished by using cationic a rhodium(I)/BINAP complex. For all cyclizations described, a single (E)-olefin isomer was obtained. At elevated temperature, hydroacylation and double bond migration of 5- and 6-alkynals proceeded in a one-pot reaction to give cycloalkenones. An intramolecular hydroacylation of a 7-alkynal was unsuccessful. This method represents an attractive new route to highly functionalized α-alkylidenecycloalkanones and cycloalkenones.

A Novel Palladium-Catalyzed Intramolecular Redox Reaction

matrix presented A new type of palladium-catalyzed redox reaction is described, forming enones from 2-(2-bromobenzyl)-ketones with an overall loss of HBr. The scope and limitations of the reaction are demonstrated by a series of cyclic and acyclic substra

Strictly regiocontrolled α-monosubstitution of cyclic carbonyl compounds with alkynyl and alkyl groups via Pd-catalyzed coupling of cyclic α-iodoenones with organozincs

The conditions for the Pd-catalyzed cross coupling of cyclic α-iodoenones, such as 2-iodo-2-cyclohexenone, with alkynylzincs have been optimized. The use of tris(o-furyl)phosphine (TFP) as a ligand and DMF as a solvent has led to the formation of α-alkynylenones in excellent yields. This optimized procedure has been applied to the synthesis of (±)-harveynone and (±)-tricholomenyn A in high yields. Investigation of related α-alkylation reactions using alkylzincs has revealed the following. Methylzinc and primary alkylzinc derivatives readily undergo Pd-catalyzed cross coupling with α-iodoenones. Although (s-Bu)2Zn also undergoes Pd-catalyzed cross coupling, only the n-Bu-substituted products were obtained, α-Benzylation and α-homobenzylation can proceed satisfactorily, whereas allylzinc and propargylzinc derivatives undergo only addition to the carbonyl group. Although some promising results have been obtained in α-homoallylation and α-homopropargylation, these reactions need to be further improved. (C) 2000 Elsevier Science Ltd.