| Autor: |
Tisdale EJ; Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla 92093-0358, USA., Slobodov I, Theodorakis EA |
| Jazyk: |
angličtina |
| Zdroj: |
Organic & biomolecular chemistry [Org Biomol Chem] 2003 Dec 21; Vol. 1 (24), pp. 4418-22. |
| DOI: |
10.1039/b311833a |
| Abstrakt: |
A concise synthesis of forbesione (1) and desoxymorellin (3) is presented. Central to the strategy is a biomimetic Claisen/Diels-Alder/Claisen reaction cascade that proceeds in a regioselective manner and produces the desired scaffold exclusively. The observed regioselectivity and product distribution of the Claisen/Diels-Alder/Claisen reaction are attributed to the electronic effects of the xanthone oxygen (O10), the C9 carbonyl group and the nature of the C1 functionality. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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