Elliott, Mark Christopher ORCID: https://orcid.org/0000-0003-0132-0818 and Paine, James S. 2009. Studies towards the total synthesis of lycoposerramine A. Synthesis of a model for the tetracyclic core. Organic & Biomolecular Chemistry 7 (17) , pp. 3455-3462. 10.1039/b909860g |
Official URL: http://dx.doi.org/10.1039/b909860g
Abstract
Lycoposerramine A (1) is a pentacyclic alkaloid isolated in 2001 by Takayama and co-workers. A concise synthesis of a model compound 8 for the tetracyclic core of this natural product is described. Key steps include the desymmetrising free-radical cyclisation of compound 7 to give compound 18 and spirocyclisation of compound 26 to give compound 8. Earlier approaches using a novel high-yielding stereoselective anionic cyclisation of a cyclohexa-1,4-diene are also reported.
Item Type: | Article |
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Date Type: | Publication |
Status: | Published |
Schools: | Chemistry |
Publisher: | Royal Society of Chemistry |
ISSN: | 1477-0520 |
Last Modified: | 17 Oct 2022 09:51 |
URI: | https://orca.cardiff.ac.uk/id/eprint/5932 |
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