Towards the total synthesis of Spirovibsanin A: Total synthesis of (±)-5,14-Bis-epi-spirovibsanin A

Gallen, Michael J. and Williams, Craig M. (2008) Towards the total synthesis of Spirovibsanin A: Total synthesis of (±)-5,14-Bis-epi-spirovibsanin A. European Journal of Organic Chemistry, 2008 27: 4697-4705. doi:10.1002/ejoc.200800574


Author Gallen, Michael J.
Williams, Craig M.
Title Towards the total synthesis of Spirovibsanin A: Total synthesis of (±)-5,14-Bis-epi-spirovibsanin A
Formatted title
Towards the total synthesis of Spirovibsanin A: Total synthesis of (±)-5,14-Bis-epi-spirovibsanin A
Journal name European Journal of Organic Chemistry   Check publisher's open access policy
ISSN 1434-193X
Publication date 2008-07-31
Sub-type Article (original research)
DOI 10.1002/ejoc.200800574
Open Access Status
Volume 2008
Issue 27
Start page 4697
End page 4705
Total pages 9
Place of publication Weinheim, Germany
Publisher Wiley-VCH Verlag
Language eng
Subject C1
030599 Organic Chemistry not elsewhere classified
970103 Expanding Knowledge in the Chemical Sciences
Abstract Studies towards the total synthesis of the complex diterpene spirovibsanin A are herein presented, which culminate in an 18-step total synthesis. Considering the perceived stereochemical uncertainty surrounding the assignment of spirovibsanin A these studies have allowed a direct spectroscopic comparison of the (±)-5,14-bis-epi derivative to that of natural spirovibsanin A demonstrating that the carbon framework and stereochemistry assigned to natural spirovibsanin A is most likely correct.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
Keyword Spirovibsanin A
(±)-5,14-Bis-epi-spirovibsanin A
Spirolactone
Diterpene
Natural product
Q-Index Code C1
Q-Index Status Confirmed Code

Document type: Journal Article
Sub-type: Article (original research)
Collections: 2009 Higher Education Research Data Collection
School of Chemistry and Molecular Biosciences
 
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Citation counts: TR Web of Science Citation Count  Cited 16 times in Thomson Reuters Web of Science Article | Citations
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Created: Mon, 23 Mar 2009, 19:35:37 EST by Jennifer Falknau on behalf of School of Chemistry & Molecular Biosciences