129594-66-7

Upstream product

• 129594-65-6 2,2-Dimethyl-propionic acid (R)-[(1S,6R)-2-(diethoxy-phosphoryloxy)-6-isopropenyl-3-methyl-cyclohex-2-enyl]-furan-3-yl-methyl ester 
• 22972-51-6 (1S,4R)-p-mentha-2,8-dien-1-ol 
• 6909-30-4 (1S,2R,4R)-limonene-1,2-epoxide 
• 10293-06-8 (1R)-3-endo-bromocamphor 
• 85719-15-9 (+)-endo-3,9-dibromocamphor 
• 129594-64-5 2,2-Dimethyl-propionic acid (R)-((1R,2S,4R,7S)-7-bromomethyl-4,7-dimethyl-3-oxo-bicyclo[2.2.1]hept-2-yl)-furan-3-yl-methyl ester 
• 64474-56-2 (+)-9-bromocamphor 
• 464-49-3 (1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one 
• 498-60-2 furan-3-carboxaldehyde 
• 78478-85-0 (1S,2S,4R)-2-(dimethylamino)-1-methyl-4-(1-methylethenyl)cyclohexanol 

Relevant academic research and scientific papers

A New Synthesis of (-)-Furodysin

A synthesis of furodysin from trans-limonene oxide involves transformation into the phenylcarbamate of 2,8-menthadien-1-ol, allylic displacement with lithium di(β-furylmethyl)cuprate, and cyclization.

Synthesis and Absolute Configuration of the Antiparasitic Furanosesquiterpenes (-)-Furodysin and (-)-Furodysinin. Camphor as a Six-Membered Ring Chiral Pool Template

The syntheses of (-)-furodysin ((-2)-2a) and (-)-furodysinin ((-)-3a) in four steps starting from (+)-9-bromocamphor (18) has been accomplished, thus establishing the absolute configuration of these and related metabolites.This was made possible by the unexpected exo selectivity in the aldol condensation of camphor-like enolates with aldehydes.This has been found to be a general phenomenon in the camphor system.Further, anionic fragmentation of the C1-C7 bond of camphor derivatives has allowed access to synthetic intermediates containing functionalized six-memberedrings, thus opening up avenues from camphor to a new class of chiral pool elements not currently available from chiral pool substances.