62952-32-3

Upstream product

• 62952-33-4 3-ethoxy-6-methylcyclohex-2-en-1-one 
• 74-88-4 methyl iodide 
• 64-17-5 ethanol 
• 562-46-9 4,4-dimethylcyclohexane-1,3-dione 

Downstream Products

• 6553-64-6 6,6-Dimethyl-2-cyclohexen-1-one 
• 173482-98-9 6,6-dimethyl-3-ethoxy-2-(1-methoxymethoxy-3-methylbut-2-en-1-yl)-cyclohex-2-en-1-one 
• 173482-93-4 4,4-dimethyl-3-hydroxymethyl-2-(1-methoxymethoxy-3-methylbut-2-en-1-yl)-cyclohex-2-en-1-one 
• 173482-92-3 4,4-dimethyl-1-ethoxy-2-(1-methoxymethoxy-3-methylbut-2-en-1-yl)-3-methylenecyclohex-1-ene 
• 173482-91-2 6,6-dimethyl-3-ethoxy-2-(1-hydroxy-3-methylbut-2-enyl)-cyclohex-2-en-1-one 
• 173482-90-1 2-bromo-6,6-dimethyl-3-ethoxycyclohex-2-en-1-one 

Relevant academic research and scientific papers

Enantioselective Synthesis of cis-Decalin Derivatives by the Inverse-Electron-Demand Diels–Alder Reaction of 2-Pyrones

A novel strategy for the synthesis of cis-decalins by an ytterbium-catalyzed asymmetric inverse-electron-demand Diels–Alder reaction of 2-pyrones and silyl cyclohexadienol ethers is reported here. A broad range of synthetically important cis-decalin derivatives with multiple contiguous stereogenic centers and functionalities are obtained in good yields and stereoselectivities. A full set of diastereomeric substituted cis-decalin motifs are readily accessible by tuning the absolute configurations of substituted silyl cyclohexadienol ethers (R or S) as well as the ligands (R or S). The synthetic potential is showcased by the enantioselective total synthesis of 4-amorphen-11-ol, and further demonstrated by the first total synthesis of cis-crotonin.

Enzymatic resolution of racemic secondary cyclic allylic alcohols

The resolutions of five racemic cyclic alcohols: 6,6-dimethylcyclohex-2-en-1-ol (±)-5, 4,4-dimethylcyclohex-2-en-1-ol (±)-7, 5,5-dimethylcyclohex-2-en-1-ol (±)-11 and isomeric trans-(±)-13 and cis-piperitols (±)-14 are presented. They were resolved by enzymatic esterification with vinyl esters or by enzymatic hydrolysis of their racemic esters in phosphate buffer. The following lipases were used as biocatalysts: Novozyme 435 (Candida antarctica), Amano PS (Burkholderia cepacia) and lipase from Candida cylindracea. All isomers of alcohols were obtained with at least 96% ee.

Efficient formal synthesis of (±)-hyphodermin B

An efficient formal synthesis of hyphodermin B 1, a metabolite of Hyphoderma radula, has been completed in 15% overall yield. The tricyclic carbon skeleton 3 was rapidly assembled from a novel vinyl enone via a Diels-Alder reaction, followed by dehydrogen

Synthetic studies towards the phomactins. Concise syntheses of the tricyclic furanochroman and the oxygenated bicyclo[9.3.1]pentadecane ring systems in phomactin A.

A concise synthesis of the tricyclic furanochroman unit 3 found in the PAF antagonist phomactin A (1) isolated from the marine fungus Phoma sp., is described. In complementary studies, a variety of synthetic routes towards the bicyclo[9.3.1]pentadecane ring system 4 in phomactin A were explored. These studies culminated in a synthesis of the substituted ring system 79 containing all the carbon atoms and all the necessary oxygen centres for elaboration to phomactin A itself.