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

Zirconium mediated total synthesis of crinitol, 9-hydroxyfarnesoic acid, 9-hydroxyfarnesol, 9-hydroxysargaquinone and the selectively-protected aglycone of moritoside and euplexide A
Zirconium mediated total synthesis of crinitol, 9-hydroxyfarnesoic acid, 9-hydroxyfarnesol, 9-hydroxysargaquinone and the selectively-protected aglycone of moritoside and euplexide A
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 terpene–polyketide natural products.
carbenoid insertion, sargassum-tortile, cyclization, zirconacycles, metabolites, inhibitor, chemistry
1359-7345
4303-4305
Dixon, Sally
943160fc-1b70-4c29-b2e3-b7785cee8a0c
Gordon, George J.
807754ea-1113-4292-9c71-02c167e138e4
Whitby, Richard J.
45632236-ab00-4ad0-a02d-6209043e818b
Dixon, Sally
943160fc-1b70-4c29-b2e3-b7785cee8a0c
Gordon, George J.
807754ea-1113-4292-9c71-02c167e138e4
Whitby, Richard J.
45632236-ab00-4ad0-a02d-6209043e818b

Dixon, Sally, Gordon, George J. and Whitby, Richard J. (2005) Zirconium mediated total synthesis of crinitol, 9-hydroxyfarnesoic acid, 9-hydroxyfarnesol, 9-hydroxysargaquinone and the selectively-protected aglycone of moritoside and euplexide A. Chemical Communications, 34, 4303-4305. (doi:10.1039/b508524a). (PMID:16113729)

Record type: Article

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 terpene–polyketide natural products.

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Published date: 5 August 2005
Keywords: carbenoid insertion, sargassum-tortile, cyclization, zirconacycles, metabolites, inhibitor, chemistry
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Identifiers

Local EPrints ID: 20782
URI: http://eprints.soton.ac.uk/id/eprint/20782
DOI: doi:10.1039/b508524a
ISSN: 1359-7345
PURE UUID: 679e30c7-f6da-4e72-b8d6-9a15083437de
ORCID for Sally Dixon: ORCID iD orcid.org/0000-0003-2219-3635
ORCID for Richard J. Whitby: ORCID iD orcid.org/0000-0002-9891-5502

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Date deposited: 03 Mar 2006
Last modified: 16 Mar 2024 03:24

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Contributors

Author: Sally Dixon ORCID iD
Author: George J. Gordon
Author: Richard J. Whitby ORCID iD

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