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Synlett 1997; 1997(10): 1161-1162
DOI: 10.1055/s-1997-985
DOI: 10.1055/s-1997-985
letter
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Elaboration of S-(-)-α-Pinene into Functionalized Bicyclo[4.2.1]nonane Framework of Mediterraneols
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Publication History
Publication Date:
31 December 2000 (online)
![](https://www.thieme-connect.de/media/synlett/199710/lookinside/thumbnails/10.1055-s-1997-985-1.jpg)
A two-carbon ring expansion of (-)-α-pinene 1 to bicyclo[5.1.1]nonane system (+)-12 and 1,2-cationic rearrangement provides an entry into a functionalized bicyclo[4.2.1]nonane derivative, representing the carbocyclic skeleton, present in the novel marine diterpenes, mediterraneols.
"push-pull" cyclopropane fragmentation - two-carbon ring expansion - bicyclo[4.2.1.]nonane - marine natural products