communesin-a has been researched along with perophoramidine* in 3 studies
2 review(s) available for communesin-a and perophoramidine
| Article | Year |
|---|---|
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. Topics: Alkaloids; Animals; Biological Products; Heterocyclic Compounds, 4 or More Rings; Hydrocarbons, Halogenated; Molecular Structure; Stereoisomerism; Urochordata | 2015 |
It all began with an error: the nomofungin/communesin story.
The communesin/nomofungin/perophoramidine story is an impressive example of how biogenetic considerations can lead to the correction of structural misassignments and inspire synthetic chemists with new, fruitful ideas. Intensive studies by a number of research groups culminated in the total synthesis of perophoramidine by the Funk research group in 2004. In 2007, Qin and co-workers completed the first total synthesis of a communesin. Topics: Alkaloids; Carbazoles; Epoxy Compounds; Heterocyclic Compounds, 4 or More Rings; Hydrocarbons, Halogenated; Molecular Structure; Penicillium | 2008 |
1 other study(ies) available for communesin-a and perophoramidine
| Article | Year |
|---|---|
Synthetic studies on perophoramidine and the communesins: construction of the vicinal quaternary stereocenters.
An efficient synthetic strategy for installation of the two vicinal quaternary carbon centers of the communesins is reported. Key steps include the O-allylation/Claisen rearrangement of spirolactone systems, which are formed by tandem intramolecular Heck cyclization/carbonylation. Substituent and solvent effects on the stereochemical outcome of the Claisen rearrangements have been examined. The stereochemical assignment of the allyl spirolactone previously reported as 17 has now been revised to 31, which has the communesin relative configuration at the quaternary carbons. Key C-allyl spirolactone 59 bearing functional handles required for the communesin core has been constructed with a 9.8:1 diastereomer ratio. Topics: Heterocyclic Compounds, 4 or More Rings; Hydrocarbons, Halogenated; Molecular Conformation; Stereoisomerism | 2006 |