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Synlett 2001; 2001(3): 0349-0352
DOI: 10.1055/s-2001-11401
DOI: 10.1055/s-2001-11401
letter
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A Simple Synthetic Approach to Trachylobane, Beyerane, and Atisane Diterpenoids from Carvone
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Publikationsverlauf
Publikationsdatum:
31. Dezember 2001 (online)
![](https://www.thieme-connect.de/media/synlett/200103/lookinside/thumbnails/10.1055-s-2001-11401-1.jpg)
A stereoselective general synthetic approach to trachylobane-, beyerane-, and atisane-type polycyclic diterpenoids from carvone is described. Key steps in this approach are an IMDA reaction, an intramolecular diazo ketone cyclopropanation of an unsaturated ketone, and a controlled regioselective opening of a cyclopropyldiketone moiety.
terpenoids - Diels-Alder reaction - diazo compounds - ring opening - cyclopropane