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Total synthesis of (–)-aritasone via the ultra-high pressure hetero-Diels Alder dimerization of (-)-pinocarvone

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Uroos, M., Pitt, P., Harwood, L. M. ORCID: https://orcid.org/0000-0002-8442-7380, Lewis, W., Blake, A. J. and Hayes, C. J. (2017) Total synthesis of (–)-aritasone via the ultra-high pressure hetero-Diels Alder dimerization of (-)-pinocarvone. Organic and Biomolecular Chemistry, 15 (40). pp. 8523-8528. ISSN 1477-0520

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To link to this item DOI: 10.1039/c7ob02204b

Abstract/Summary

The total synthesis of aritasone via the proposed biosynthetic hetero-Diels-ALder [4 + 2] cyclodimerisation of pinocarvone has been achieved. However, the cyclodimerisation of pinocarvone did not proceed under standard conditions and ultra-high pressure (19.9 kbar) was required

Item Type:Article
Refereed:Yes
Divisions:Life Sciences > School of Chemistry, Food and Pharmacy > Department of Chemistry
Interdisciplinary centres and themes > Chemical Analysis Facility (CAF) > Mass Spectrometry (CAF)
Interdisciplinary centres and themes > Chemical Analysis Facility (CAF) > NMR (CAF)
Interdisciplinary centres and themes > Chemical Analysis Facility (CAF) > Optical Spectroscopy (CAF)
ID Code:73205
Publisher:Royal Society of Chemistry
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