A new total synthesis of (±)-norprezizanone

Selvakumar, Natesan ; Subba Rao, G. S. R. (1933) A new total synthesis of (±)-norprezizanone Tetrahedron Letters, 34 (48). pp. 7789-7792. ISSN 0040-4039

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/S0040-4039(00)61567-8


Acid catalysed rearrangement of endo 1 -methoxytricyclo[,8]dodec-2-en-10-o1 8c afforded the ketone 9 which has been transformed into (±)-norprezizanone 19 thus completing a formal synthesis of (±)-zizaene. A key step in this strategy is a stereospecific 1,4-addition of a methyl group.

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