403664-54-0Relevant articles and documents
Syntheses of isomerically pure reference octalins and hydrindanes
Lee, Jun Hee,Kim, Woo Han,Danishefsky, Samuel J.
supporting information; experimental part, p. 5482 - 5484 (2010/01/18)
We describe herein the development of efficient and stereoselective synthetic routes to a range of cis- and trans-octalin and hydrindane target compounds.
Synthesis of methyl epijasmonate and cis-3-(2-oxopropyl)-2-(pent-2Z-enyl)-cyclopentan-1-one
Hailes, Helen C,Isaac, Ben,Hashim Javaid
, p. 10329 - 10333 (2007/10/03)
A novel and efficient synthesis of both (±)-methyl epijasmonate and (±)-cis-3-(2-oxopropyl)-2-(pent-2Z-enyl)-cyclopentan-1-one is described. The key step to establish the cis-stereochemistry on the 5-membered ring is an ionic Diels-Alder reaction, which is high yielding and highly regioselective. Subsequent key steps include oxidative cleavage of the six-membered ring, Wittig coupling and for the synthesis of epijasmonate, the haloform reaction.