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Org Lett. 2010 Jul 2;12(13):3010-3. doi: 10.1021/ol101025r.

A synthesis of the carbocyclic core of maoecrystal V.

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  • 1Department of Chemistry, Northwestern University, 2145 Sheridan Road, Evanston, Illinois 60208, USA.

Abstract

An approach toward the synthesis of the complex polycyclic diterpene maoecrystal V (1) is described. Construction of the advanced tetracyclic core structure (i.e., 19) was achieved in 13 steps from 3,3-dimethylcyclohexanone (6) by employing a stereoselective Nazarov cyclization followed by a Diels-Alder reaction to forge the two contiguous quaternary stereocenters.

PMID:
20521835
PMCID:
PMC2896894
DOI:
10.1021/ol101025r
[PubMed - indexed for MEDLINE]
Free PMC Article
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