Recent Advances on the Total Syntheses of Communesin Alkaloids and Perophoramidine.
The communesin alkaloids are a diverse family of Penicillium-derived alkaloids. Their caged-polycyclic structure and intriguing biological profiles have made these natural products attractive targets for total synthesis. Similarly, the ascidian-derived alkaloid, perophoramidine, is structurally related to the communesins and has also become a popular target for total synthesis. This review serves to summarize the many elegant approaches that have been developed to access the communesin alkaloids and perophoramidine. Likewise, strategies to access the communesin ring system are reviewed.
Department of Chemistry, Stanford University, 333 Campus Drive, Stanford, CA 94305-5080 (USA). bmtrost@stanford.edu.
Barry M
BM
Trost
Department of Chemistry, Stanford University, 333 Campus Drive, Stanford, CA 94305-5080 (USA).
Maksim
M
Osipov
D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D000818:Animals; D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D006846:Hydrocarbons, Halogenated / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D014561:Urochordata / Q000737:chemistry*
D000470:Alkaloids; D001688:Biological Products; D006576:Heterocyclic Compounds, 4 or More Rings; D006846:Hydrocarbons, Halogenated; C522026:communesin A; C472225:perophoramidine
alkaloids; communesin; perophoramidine; total synthesis; vicinal quaternary stereocenters