873294-14-5

Upstream product

• 2622-05-1 allylmagnesium bromide 
• 615577-52-1 (2S,3R,5R)-2-allyl-3-hydroxy-5-isopropenyl-2-methylcyclohexan-1-one 
• 107-05-1 3-chloroprop-1-ene 
• 36616-60-1 (1R,4R,6R)-4-isopropenyl-1-methyl-7-oxabicyclo[4.1.0]heptan-2-one 
• 6485-40-1 (R)-Carvone 

Relevant academic research and scientific papers

A sequential RCM/fragmentation protocol towards chiral, stereodefined medium ring sesquiterpenoids. A carvone route to E- and Z-germacrenes

A short, flexible and enantioselective approach towards 10-membered germacratrienones, from the commercially available monoterpene chiron (-)-carvone, involving RCM and Grob-type fragmentation as the pivotal steps is delineated.

A versatile, RCM based approach to eudesmane and dihydroagarofuran sesquiterpenoids from (-)-carvone: A formal synthesis of (-)-isocelorbicol

An enantiospecific and diversity oriented approach to a range of functionalized eudesmane, nor-, iso-, and dihydroagarofuran frameworks from (-)-carvone is delineated. The cornerstone of this approach is the installation of the quaternary carbon center through reductive opening of the carvone epoxide and setting-up of RCM reaction to generate the bicyclic eudesmane framework. Various options like carbocation mediated oxycyclization and intramolecular hydroxy directed epoxide opening have been explored for the construction of the bridged tetrahydrofuran moiety. Among the several eudesmane and dihydroagarofurans accessed during the present study, one has been previously elaborated to isocelorbicol, thus constituting its formal synthesis.