A concise total synthesis of (+/-)-vigulariol

Clark, J. S. , Hayes, S. T., Wilson, C. and Gobbi, L. (2007) A concise total synthesis of (+/-)-vigulariol. Angewandte Chemie (International Edition), 46(3), pp. 437-440. (doi:10.1002/anie.200603880)

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Publisher's URL: http://dx.doi.org/10.1002/anie.200603880

Abstract

From the deep: Vigulariol has been efficiently synthesized in 20 steps and 4.0 % overall yield from commercially available starting materials. Key to the synthesis was the use of copper(II) hexafluoroacetylacetate [Cu(hfacac)2] to form the oxabicyclo[6.2.1]undecene system (see scheme; TBS=tert-butyldimethylsilyl). The strategy should provide access to other members of the cladiellin family.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Clark, Professor Stephen and Wilson, Professor Charles
Authors: Clark, J. S., Hayes, S. T., Wilson, C., and Gobbi, L.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Angewandte Chemie (International Edition)
Journal Abbr.:Angew. Chem. Int. Ed. Engl.
Publisher:Wiley - V C H Verlag GmbH & Co. KGaA
ISSN:1433-7851
ISSN (Online):1521-3773
Published Online:05 December 2006

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Project CodeAward NoProject NamePrincipal InvestigatorFunder's NameFunder RefLead Dept
451781Total synthesis of the lytophynins ether-bridged cembranoid natural products of marine origin.Stephen ClarkEngineering & Physical Sciences Research Council (EPSRC)GR/T21905/01SCHOOL OF CHEMISTRY