Facile asymmetric synthesis of the core nuclei of xanthanolides,guaianolides, and eudesmanolides |
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Authors: | Nosse Bernd Chhor Rakeshwar B Jeong Won Boo Böhm Claudius Reiser Oliver |
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Institution: | Institut für Organische Chemie der Universit?t Regensburg, Universit?tsstrasse 31, D-93053 Regensburg, Germany. |
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Abstract: | reaction: see text] Bicyclic and tricyclic gamma-butyrolactones with 5,7-, 5,6,5-, 5,6,6-, or 5,7,5-fused ring systems, being found in xanthanolides, eudesmanolides, and guaianolides, were readily synthesized from methyl furan-2-carboxylic acid. Key steps were a copper(I)-catalyzed asymmetric cyclopropanation, Sakurai allylations, intramolecular ene reactions, and ring-closing metathesis reactions. |
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