huperzine-b has been researched along with pulegone* in 1 studies
1 other study(ies) available for huperzine-b and pulegone
Article | Year |
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Divergent total synthesis of the Lycopodium alkaloids huperzine A, huperzine B, and huperzine U.
Huperzine A, huperzine B, and huperzine U are congeners isolated from the Chinese herb Huperzia serrata (= Lycopodium serratum ) in minuscule amounts. The most efficient total synthesis of huperzine A, the first asymmetric total syntheses of huperzine B, and the first total synthesis of huperzine U have been achieved efficiently in overall yields of 17%, 10%, and 9%, respectively, each spanning 10-13 steps from (R)-pulegone. The featured steps include palladium-catalyzed Buchwald-Hartwig coupling and Heck cyclization reactions and an Ir-catalyzed olefin isomerization reaction. This work has established the absolute configurations of huperzine B and huperzine U and revealed that natural huperzine A, huperzine B, and huperzine U possess the same set of absolute stereochemistries, thus providing support for the potential role of huperzine B and huperzine U in the biosynthesis of huperzine A. Topics: Alkaloids; Cyclohexane Monoterpenes; Drugs, Chinese Herbal; Lycopodium; Molecular Structure; Monoterpenes; Sesquiterpenes; Stereoisomerism | 2014 |