70150-56-0

Upstream product

• 104-93-8 p-methylanizole 
• 911817-23-7 4-hydroperoxy-4-methylcyclohex-2-en-1-one 
• 33082-74-5 8-Methyl-1,4-dioxa-spiro[4.5]dec-6-en-8-ol 
• 4683-24-3 1,4-dioxa-spiro[4.5]dec-6-en-8-one 
• 512-85-6 ascaridole 
• 20023-36-3 2,5-dihydro-4-methylanisole 
• 5259-65-4 4-methyl-3-cyclohexen-1-one 
• 82873-58-3 1-acetyl-4-methyl-3-cyclohexen-1-ol 
• 23438-23-5 4-hydroxy-4-methyl-cyclohexa-2,5-dienone 

Downstream Products

• 17429-02-6 4-hydroxy-4-methylcyclohexanone 
• 137359-77-4 (4aS,9bS)-8,9b-Dimethyl-6-(1-methyl-4-oxo-cyclohex-2-enyl)-1,4,4a,9b-tetrahydro-2H-dibenzofuran-3-one 
• 138371-77-4 4-fluoro-4-methyl-2-(p-tolyl)-cyclohexanone 
• 138371-74-1 4-methyl-4-(p-tolyl)cyclohex-2-en-1-one 
• 138371-76-3 4-methyl-2-(p-tolyl)cyclohex-3-en-1-one 
• 17429-36-6 4-methyl-4-phenylcyclohex-2-enone 
• 138371-75-2 4-methyl-4-para-tolylcyclohexanone 
• 138371-83-2 2-(5-bromo-2-methoxyphenyl)-4-methylcyclohex-2-en-1-one 
• 138371-84-3 6-(5-bromo-2-methoxyphenyl)-4-methylcyclohex-2-en-1-one 
• 84602-27-7 3-Acetylcyclopentanone 
• 137359-79-6 (2S,4S)-4-Fluoro-2-(4-hydroxy-phenyl)-4-methyl-cyclohexanone 
• 137359-74-1 2-(4-Hydroxy-phenyl)-4-methyl-cyclohex-3-enone 
• 137359-80-9 4-(4-Hydroxy-phenyl)-4-methyl-cyclohex-2-enone 
• 137359-75-2 4-(2-Hydroxy-phenyl)-4-methyl-cyclohex-2-enone 

Relevant academic research and scientific papers

Synthesis of the reported structure of pogostol and a total synthesis of (±)-kessane without the use of protecting groups

(Matrix presented) A short racemic synthesis of kessane from 4-hydroxy-4-methyl-2-cyclohexenone is described using a route that also resulted in the synthesis of the reported structure of pogostol. The key step involves an Fe(III)-mediated tandem radical

Oxodealkenylative Cleavage of Alkene C(sp3)?C(sp2) Bonds: A Practical Method for Introducing Carbonyls into Chiral Pool Materials

Reported herein is a one-pot protocol for the oxodealkenylative introduction of carbonyl functionalities into terpenes and terpene-derived compounds. This transformation proceeds by Criegee ozonolysis of an alkene, reductive cleavage of the resulting α-alkoxy hydroperoxide, trapping of the generated alkyl radical with 2,2,6,6-tetramethylpiperidin-1-yl (TEMPO), and subsequent oxidative fragmentation with MMPP. Using readily available starting materials from chiral pool, a variety of carbonyl-containing products have been accessed rapidly in good yields.

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

One-pot synthesis of 1,2,3-triols from allylic hydroperoxides and a catalytic amount of OsO4 in aqueous acetone

Allylic hydroperoxides were converted into the corresponding triols in the presence of a catalytic amount of OsO4. The present reaction involves regeneration of active osmium species by the hydroperoxide functionality and occurs in a diastereoselective manner to form triols in high yields. A plausible mechanism for the formation of 1,2,3-triols from allylic hydroperoxide is presented.

Synthesis of 4-hydroxy-4-methylcyclohex-2-en-1-one

4-Hydroxy-4-methylcyclohex-2-en-1-one was synthesised from 4-methylanisole. The key step is the regioselective reaction of singlet oxygen with 4-methylcyclohex-3-en-1-one.

Captodative olefin 3-p-nitrobenzoyloxy-3-buten-2-one as a Diels-Alder ketene equivalent for the synthesis of γ-hydroxycyclohexenones

A short and regioselective synthesis of γ-hydroxycyclohexenones is described, using 3-p-nitrobenzoyloxy-3-buten-2-one (2a) as a ketene equivalent in Diels-Alder reactions with substituted dienes. Oxidation with MCPBA of the α-acetylcyclohexenol derivative

Short and efficient synthesis of (R)-4-hydroxy-4-methyl cyclohexenone

The two steps asymmetric synthesis of the enantiomerically pure (R)-4-hydroxy-4-methylcyclohex-2-en-1-one is reported in a 70% overall yield. The highly stereoselective addition of AlMe3/ZnBr2 to [2S,(S)R]-4,4-ethylenedioxy-2-p-tolyl

Ruthenium(II)-Catalyzed Reactions of 1,4-Epiperoxides

The behavior of 1,4-epiperoxides in the presence of transition-metal complexes is highly dependent on the structures of the substrates and the nature of the metal catalysts.Reaction of saturated epiperoxides such as 1,3-epiperoxycyclopentane, 1,4-epiperoxycyclohexane, or dihydroascaridole catalyzed by RuCl2(PPh3)3 in dichloromethane gives a mixture of products arising from fragmentation, rearrangement, reduction, disproportionation, etc.Prostaglandin H2 methyl ester undergoes clean and stereospecific fragmentation to afford methyl(5Z,8E,10E,12S)-12-hydroxy-5,8,10-heptadecatrienoate and malonaldehyde.Bicyclic 2,3-didehydro 1,4-epiperoxides give the syn-1,2:3,4-diepoxides by the same catalyst.The monocyclic analogues are transformed to a mixture of diepoxides and furan products.The stereochemical outcome of the epoxide formation reflects unique differences in the ground-state geometry of the starting epiperoxide substrates.FeCl2(PPh3)2 serves as a useful catalyst for the skeletal change of sterically hindered bicyclic 2,3-didehydro 1,4-epiperoxides to the syn-diepoxides.In addition, the Fe complex best effects the conversion of 1,4-unsubstituted 2,3-didehydro epiperoxides to furans.The Ru-catalyzed reactions are interpreted in terms of the intermediacy of inner-sphere radicals formed by atom transfer of the Ru(II) species to peroxy substrates, in contrast to the Fe-catalyzed reactions proceeding via free, outer-sphere radicals generated by an electron-transfer mechanism.

A New Keto-alcohol, (-)-Mintlactone, (+)-isoMintlactone and Minor Components in Peppermint Oil

Eighty-one constituents were newly identified from the oil of Mentha piperita L., including a new keto-alcohol, (-)-mintlactone and (+)-isomintlactone.They were determined by spectral data and syntheses to be 4-hydroxy-4-methyl-2-cyclohexen-1-one (8), (6R