Synthesis of natural pulvinic acids based on a ‘[3+2] cyclization-Suzuki cross-coupling’ strategy |
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Authors: | Zafar Ahmed |
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Affiliation: | Institut für Chemie, Universität Rostock, Albert-Einstein-Str. 3a, D-18051 Rostock, Germany |
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Abstract: | A number of pulvinic acid natural products were prepared based on Suzuki cross coupling reactions of α-hydroxy-γ-alkylidenebutenolides which are readily available by cyclization of 1,3-bis-silyl enol ethers with oxalyl chloride. The formal total synthesis of pulvinic acid, atromentic acid, gomphidic acid and of 4-hydroxypulvinic acid, 4′-hydroxypulvinic acid and iso-gomphidic acid are reported. In addition, total syntheses of pinastric acid, xerocomic acid and variegatic acid were accomplished. |
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Keywords: | Butenolides Cyclizations Natural products Pulvinic acids Silyl enol ethers |
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