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A New Total Synthesis of (\pm)-Norprezizanone

Selvakumar, Natesan and Rao, Subba GSR (1993) A New Total Synthesis of (\pm)-Norprezizanone. In: Tetrahedron Letters, 34 (48). pp. 7789-7792.

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Acid catalyzed rearrangement of endo 1-methoxytricyclo $[^{3,8}]$dodec-2-en-1O-ol 8c afforded the ketone 9 which has been transformed into (\pm)-norprezizanone 19 thus completing a formal synthesis of (\pm)-zizaene. A key step in this strategy is a stereospecific 1,4-addition of a methyl group.

Item Type: Journal Article
Publication: Tetrahedron Letters
Publisher: Elsevier
Additional Information: Copyright of this article belongs to Elsevier.
Keywords: Cycloaddition;stereospecific 1,4-addition;sesquiterpene synthesis.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 10 Jul 2008
Last Modified: 19 Sep 2010 04:47
URI: http://eprints.iisc.ac.in/id/eprint/14871

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