Aryne acyl-alkylation in the general and convergent synthesis of benzannulated macrolactone natural products : an enantioselective synthesis of (-)-curvularin
A general approach for the synthesis of benzannulated macrolactone natural products utilizing an aryne acyl-alkylation reaction is described. Toward this end, the total syntheses of the natural products (-)-curvularin, curvulin, and (-)-diplodialide C are reported. Furthermore, the aryne insertion technology has enabled the rapid conversion of simple diplodialide natural products to curvularin, thereby connecting these two biosynthetically distinct classes of compounds via synthetic methods.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2010 |
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| Erschienen: |
2010 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:12 |
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| Enthalten in: |
Organic letters - 12(2010), 7 vom: 02. Apr., Seite 1612-4 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Tadross, Pamela M [VerfasserIn] |
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| Links: |
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| Themen: |
5W827M159J |
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| Anmerkungen: |
Date Completed 24.06.2010 Date Revised 21.11.2013 published: Print Citation Status MEDLINE |
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| doi: |
10.1021/ol100335y |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM195481801 |
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| 520 | |a A general approach for the synthesis of benzannulated macrolactone natural products utilizing an aryne acyl-alkylation reaction is described. Toward this end, the total syntheses of the natural products (-)-curvularin, curvulin, and (-)-diplodialide C are reported. Furthermore, the aryne insertion technology has enabled the rapid conversion of simple diplodialide natural products to curvularin, thereby connecting these two biosynthetically distinct classes of compounds via synthetic methods | ||
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