302840-39-7

Upstream product

• 179259-37-1 (+)-(5S)-5-isopropenyl-2,6,6-trimethylcyclohex-2-enone 
• 302840-38-6 (+)-(5S)-5-isopropenyl-2,3,4,4-tetramethylcyclohex-2-en-1-one 
• 1027791-42-9 (1S,5S)-5-Isopropenyl-1,2,6,6-tetramethyl-cyclohex-2-enol 

Downstream Products

• 374782-78-2 (+)-methyl 3-[(1R)-1,3,3-trimethyl-2-methylenecyclohexyl]propionate 
• 374782-83-9 1-Diazo-3-((R)-1,3,3-trimethyl-2-methylene-cyclohexyl)-propan-2-one 
• 374782-82-8 ((R)-1,3,3-Trimethyl-2-methylene-cyclohexyl)-acetic acid 
• 374782-79-3 (-)-methyl (1R)-1,3,3-trimethyl-2-methylenecyclohexane-1-acetate 
• 302840-42-2 (+)-methyl (1R)-1,5,5-trimethyl-6-methylenecyclohexan-2-one-1-acetate 
• 302840-41-1 (+)-methyl (1R)-1,5,5-trimethyl-6-methylenecyclohex-3-en-2-one-1-acetate 
• 374782-84-0 1-Diazo-4-((R)-1,3,3-trimethyl-2-methylene-cyclohexyl)-butan-2-one 
• 374782-77-1 3-((R)-1,3,3-Trimethyl-2-methylene-cyclohexyl)-propionic acid 

Relevant academic research and scientific papers

Enantiospecific total synthesis of ent-5-senecioyloxy-10,11-epoxythapsan- 10-ol

Enantiospecific total synthesis of optical antipode of the sesquiterpene 5-senecioyloxy-10,11-epoxythapsan-10-ol has been described. (R)-Carvone has been employed as the chiral starting material and a combination of intramolecular alkyation and Criegee fr

Enantiospecific total synthesis of ent-10,1 l-thapsan-10-ol

First enantiospecific total synthesis of optical antipode of the sesquiterpene 10,1 l-epoxythapsan-10-ol has been described. (R)-Carvone has been employed as the chiral starting material and a combination of intramolecular alkylation and Criegee fragmenta

Enantiospecific synthesis of thaps-8-en-5-ol via stereospecific intramolecular chirality transfer

Enantiospecific synthesis of thaps-8-en-5-ol, comprising of the carbon framework of a small group of sesquiterpenes containing three contiguous quaternary carbon atoms has been described. (R)-Carvone has been employed as the chiral starting material and a combination of intramolecular alkyation and Criegee fragmentation have been employed for intramolecular stereospecific transfer of the chirality. An intramolecular diazoketone cyclopropanation and regioselective cyclopropane ring cleavage reactions have been employed for the creation of the three requisite contiguous quaternary carbon atoms.

Exploratory studies towards AB-ring system of taxanes via intramolecular alkylation reaction. Formation of bicyclo[2.2.2]octanones in preference to bicyclo[5.3.l]undecanes

An intramolecular alkylation based approach has been explored for the enantiospecific construction of AB-ring system of taxanes starting from 3-allyl-4,4-dimethylcarvone, which however led only to bicyclo[2.2.2]octanones.

An enantiospecific approach to tricyclic sesquiterpenes mayurone and thujopsenes

An enantiospecific approach to mayurone and thujopsenes, sesquiterpenes containing three contiguous quaternary carbon atoms, starting from (R)-carvone (8), is described. (S)-3,4,4-Trimethylcarvone (7), obtained from (R)-carvone, was transformed into the bicyclo[2.2.2]octanone 13 via regioselective intramolecular alkylation of the allyl bromide 11. Regioselective ozonolysis and Criegee fragmentation of the bicyclic ketone 13 furnished the keto ester 14. Reductive deoxygenation followed by one-carbon homologation transformed the keto ester 19 into the ester 6. Intramolecular cyclopropanation of the diazo ketone 25, derived from the acid 5, furnished (-)dihydromayurone (4), thus constituting a formal enantiospecific synthesis of mayurone and thujopsenes.

An enantiospecific approach to thapsanes from R-carvone: Synthesis of (-)-thaps-8-en-5-ol

The first enantiospecific synthesis of a thapsane, containing three contiguous quaternary carbon atoms, is accomplished starting from R-carvone. An intramolecular alkylation and an intramolecular diazoketone cyclopropanation reaction were employed for the