Chemoenzymatic total syntheses of the sesquiterpene (-)-patchoulenone
The bicyclo[5.3.1]undec-7(8)-en-3-one 6, which is prepared from the monochiral cis-1,2-dihydrocatechol 4, affords a mixture of products 7, 8 and 9 on exposure to protic acid. Each of compounds 8 and 9 rearranges to congener 7 on treatment with SnCl2 or upon sustained reaction with protic acid. Reaction of the last compound with hydrogen in the presence of palladium on carbon affords a mixture of the saturated diols 10 and 11 with the latter capable of elaboration to (-)-patchoulenone (1) in...[Show more]
|Collections||ANU Research Publications|
|Source:||New Journal of Chemistry|
Items in Open Research are protected by copyright, with all rights reserved, unless otherwise indicated.