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Synthesis of natural pulvinic acids based on a ‘[3+2] cyclization-Suzuki cross-coupling’ strategy
Authors:Zafar Ahmed
Affiliation:Institut für Chemie, Universität Rostock, Albert-Einstein-Str. 3a, D-18051 Rostock, Germany
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.
Keywords:Butenolides   Cyclizations   Natural products   Pulvinic acids   Silyl enol ethers
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