828933-33-1

Upstream product

• 100140-79-2 (E)-2-methyl-6-methylene-nona-2,7-diene 
• 877659-52-4 (-)-1,2-dimethyl-4-(4-methyl-pent-3-enyl)-cyclohex-3-enecarbaldehyde 
• 877659-82-0 1-[(1S,2R)-1,2-Dimethyl-4-(4-methyl-pent-3-enyl)-cyclohex-3-enyl]-ethanol 
• 917-54-4 methyllithium 

Downstream Products

• 185429-83-8 (-)-(1R,2S)-1-(1,2,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydro-naphthalen-2-yl)-ethanone 
• 185429-83-8 (+)-(1S,2R)-1-(1,2,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydro-naphthalen-2-yl)-ethanone 

Relevant academic research and scientific papers

Enantioselective syntheses of georgyone, arborone, and structural relatives. Relevance to the molecular-level understanding of olfaction

Georgyone (1) and arborone (2), powerful woody odorants, have been synthesized enantioselectively along with their enantiomers. Several structural relatives of 1 and 2 have also been made enantioselectivity in order to probe the molecular details of the b

Synthesis and olfactory properties of (-)-(1R,2S)-Georgywood

The enantiomers of Georgywood were synthesized from (E)-2-methyl-6-methylene-nona-2,7-diene and methacrylaldehyde followed by oxidation of the Diels-Alder adduct and classical racemate separation of the acid with optically-active N-methylephedrine. Conversion to the final ketone and olfactory evaluation showed that the (-)-(1R,2S)-enantiomer is more powerful by a factor of >100 than its antipode. The absolute configuration was determined by conformational studies and CD-analysis.