AI Article Synopsis
- - The study presents the first complete synthesis of hypersampsone M, a type of compound known as homoadamantane polycyclic polyprenylated acylphloroglucinols (PPAPs).
- - The synthesis starts from cyclohexenone and involves a crucial cyclopentene annulation and ring-expansion, leading to a rare hydrazulene compound.
- - The methods outlined in this research may offer a general approach for creating similar homoadamantane PPAPs in the future.
Article Abstract
We report the first total synthesis of hypersampsone M, an archetypal member of the homoadamantane polycyclic polyprenylated acylphloroglucinols (PPAPs). Commencing from cyclohexenone, a key cyclopentene annulation followed by ring-expansion results in an elusive hydrazulene that undergoes a series of unexpected late-stage transformations, ultimately enabling completion of the synthesis. The route detailed herein represents a potentially general strategy for the synthesis of related homoadamantane PPAPs.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11258692 | PMC |
| http://dx.doi.org/10.1021/jacs.4c07007 | DOI Listing |
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