Issue 34, 2005

Zirconium mediated total synthesis of crinitol, 9-hydroxyfarnesoic acid, 9-hydroxyfarnesol, 9-hydroxysargaquinone and the selectively-protected aglycone of moritoside and euplexide A

Abstract

Tandem formation of an unsaturated zirconacycle, insertion of methallyl carbenoid, and addition of an aldehyde provides a rapid synthetic route to several linear terpenoid and terpenepolyketide natural products.

Graphical abstract: Zirconium mediated total synthesis of crinitol, 9-hydroxyfarnesoic acid, 9-hydroxyfarnesol, 9-hydroxysargaquinone and the selectively-protected aglycone of moritoside and euplexide A

Supplementary files

Article information

Article type
Communication
Submitted
16 Jun 2005
Accepted
14 Jul 2005
First published
05 Aug 2005

Chem. Commun., 2005, 4303-4305

Zirconium mediated total synthesis of crinitol, 9-hydroxyfarnesoic acid, 9-hydroxyfarnesol, 9-hydroxysargaquinone and the selectively-protected aglycone of moritoside and euplexide A

S. Dixon, G. J. Gordon and R. J. Whitby, Chem. Commun., 2005, 4303 DOI: 10.1039/B508524A

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