26091-09-8

Upstream product

• 26575-87-1 (+)-epijuvabione 
• 26462-78-2 (R)-4-((S)-1,5-Dimethyl-3-oxo-hexyl)-cyclohex-1-enecarbaldehyde 
• 262290-92-6 (S)-3-((R)-4-Methyl-cyclohex-3-enyl)-butan-1-ol 
• 262290-96-0 (2S)-2-[(1R)-4-Methylcyclohex-3-enyl]-6-methylheptan-4-ol 
• 262290-94-8 (3S)-3-[(1R)-4-Methylcyclohex-3-enyl]butanol dinitrobenzoate ester 
• 26666-83-1 (S)-2-Methyl-6-((R)-6-methyl-7-oxa-bicyclo[4.1.0]hept-3-yl)-heptan-4-one 
• 26462-77-1 (S)-2-Methyl-6-((R)-4-methyl-cyclohex-3-enyl)-heptan-4-one 
• 13835-75-1 (2R)-2-[(1R)-4-methylcyclohex-3-en-1-yl]propan-1-ol 
• 26462-76-0 (S)-3-((R)-4-methylcyclohex-3-en-1-yl)butanenitrile 
• 26462-83-9 (R)-3-((S)-4-Methyl-cyclohex-3-enyl)-butyronitrile 
• 26462-80-6 (4S,8S)-p-menth-1-en-9-yl 3,5-dinitrobenzoate 
• 26462-84-0 (2R)-(4-Methyl-3-cyclohexen-(1S)-yl)-6-methylheptan-4-on 
• 17844-05-2 2-<4-Cyan-Δ³-cyclohexenyl)-4-acetoxy-6-methyl-heptan 
• 16981-74-1 (+/-)-erythro-juvabione 

Downstream Products

• 26575-87-1 (+)-epijuvabione 
• 144-62-7 oxalic acid 
• 16981-74-1 (+/-)-erythro-juvabione 
• 17015-46-2 methyl (+/-)-rel-(4R)-4-[(1R)-1,5-dimethyl-3-oxoethyl]cyclohex-1-enecarboxylate 

Relevant academic research and scientific papers

Baker's yeast mediated enantioselective synthesis of the bisabolene sesquiterpenes (+)-epijuvabione and (-)-juvabione

Fermenting baker's yeast converts the unsaturated aldehydes 7 and 11 into the saturated alcohols 8 and 12, respectively. The microbial saturation of the double bond proceeds in high chemical yields and the stereoselectivity of the reduction is strongly influenced by the E:Z ratio of the substrate. Enantiopure 8 and 12 are chiral building blocks for the synthesis of bisabolene sesquiterpenes and their usefulness is shown in the preparation of (+)-epijuvabione 1 and (-)-juvabione 3.

SESQUITERPENOIDS RELATED TO JUVABIONE IN ABIES PINSAPO

From the acid fraction of the hexane extract of the wood of Abies pinsapo, four new sesquiterpenoids related to juvabione have been isolated: epitodomatuic acid, cis-dihydroepitodomatuic acid, 4'-dehydroepitodomatuic acid and 3'-dihydroepitodomatuic acid.