950488-12-7

Upstream product

• 75276-18-5 (2S,5S)-5-(1-Hydroperoxy-1-methoxy-ethyl)-2-methyl-cyclohexanone 
• 1415503-60-4 2-methylcyclohexa-1,5-dien-1-yl 2-chloroacetate 
• 850147-87-4 tert-butyl α-benzyl-α-diazoacetate 
• 6610-21-5 6-methylcyclohex-2-en-1-one 
• 5524-05-0 (-)-dihydrocarvone 

Downstream Products

• 66901-50-6 (3R,6S)-6-methyl-3-hydroxycyclohexan-1-one 
• 109243-43-8 (3R,6S)-6-methyl-3-<(tert-butyldimethylsilyl)oxy>cyclohexan-1-one 
• 109361-34-4 (1R,4S)-3-[2-[(1R,3aS,7aR)-1-((R)-1,5-Dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-4-methyl-cyclohexanol 
• 63162-93-6 (1R,4S)-3-[2-[(1R,3aS,7aR)-1-((R)-1,5-Dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(E)-ylidene]-4-methyl-cyclohexanol 
• 109282-03-3 (3R,6S)-1-{(E)-2-[(1R,3aR,4R,7aR)-1-((R)-1,5-Dimethyl-hexyl)-4-methoxy-7a-methyl-octahydro-inden-4-yl]-vinyl}-6-methyl-cyclohexane-1,3-diol 
• 109243-46-1 (3R,6S)-1-[(1R,3aR,4S,7aR)-1-((R)-1,5-Dimethyl-hexyl)-4-methoxy-7a-methyl-octahydro-inden-4-ylethynyl]-6-methyl-cyclohexane-1,3-diol 
• 109243-45-0 (2S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-1-[(1R,3aR,4S,7aR)-1-((R)-1,5-dimethyl-hexyl)-4-methoxy-7a-methyl-octahydro-inden-4-ylethynyl]-2-methyl-cyclohexanol 
• 29569-75-3 (S)-1-Ethynyl-5-hydroxy-2-methyl-1-cyclohexene 
• 66901-50-6 (2S,5S)-5-hydroxy-2-methylcyclohexan-1-one 
• 474094-60-5 (S)-(-)-3,4-dimethyl-2-cyclohexen-1-one 
• 950488-11-6 (2R,3R,4S)-2-iodo-3,4-dimethyl-3-(4-trimethylsilanylbut-3-ynyl)cyclohexanone 

Relevant academic research and scientific papers

Method of stereoselectively synthesizing β-functionalized cyclic Enone

The present invention provides a method for stereoselectively synthesizing β-functionalized cyclic enone. The β-functionalized cyclic enone is stereoseletively synthesized by making non-functionalized cyclic enone react with diazoacetate in the presence of an oxazabororidium ion catalyst. According to the method, β-functionalized cyclic enone can be stereoselectively synthesized with high efficiency by a single step.

Catalytic enantioselective carbon insertion into the β-vinyl C-H bond of cyclic enones

Chiral oxazaborolidinium ion-catalyzed Csp2-H functionalization of enones using diazoacetate has been developed. Various β-substituted cyclic enones were synthesized in high yield (up to 99%) with high to excellent enantioselectivity (up to 99%

Hydrolytic enantioselective protonation of cyclic dienyl esters and a β-diketone with chiral phase-transfer catalysts

Hydrolytic enantioselective protonation of dienyl esters and a β-diketone catalyzed by phase-transfer catalysts are described. The latter reaction is the first example of an enantio-convergent retro-Claisen condensation. Corresponding various optically active α,β-unsaturated ketones having tertiary chiral centers adjacent to carbonyl groups were obtained in good to excellent yields and enantiomeric ratios (83-99%, up to 97.5:2.5 er).

Enantiospecific total synthesis of (-)-bakkenolide III and formal total synthesis of (-)-bakkenolides B, C, H, L, V, and X

A concise enantiospecific synthesis of (-)-bakkenolide III was accomplished from (S)-(+)-carvone. The key step involved radical cyclization of an iodoketone intermediate which afforded the cis-hydrindanone skeleton. Further synthetic transformations generated bakkenolide III, which also constitutes the formal total synthesis of (-)-bakkenolides, B, C, H, L, V, and X.

Total Synthesis of Dihydrovitamin DHV3 and Dihydrotachysterol DHT3. Application of the Low-Valent Titanium-Induced Reductive Elimination

Optically active ring A synthons 6, 11, 13, and 14, precursors of DHV3 and DHT3, were synthetized from (-)- and (+)-carvone.Application of the low-valent titanium-induced reductive elimination gave a new synthetic approach to vitamin D3 analogues, as show