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首页> 外文期刊>Chemistry: A European journal >Facile Access to cis-2,6-Disubstituted Tetrahydropyrans by Palladium-Catalyzed Decarboxylative Allylation: Total Syntheses of (±)-Centrolobine and (+)-Decytospolides A and B
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Facile Access to cis-2,6-Disubstituted Tetrahydropyrans by Palladium-Catalyzed Decarboxylative Allylation: Total Syntheses of (±)-Centrolobine and (+)-Decytospolides A and B

机译：通过钯催化的脱羧烯丙基化可轻松获得顺式2,6-二取代的四氢吡喃：（±）-中央tro碱和（+）-脱细胞s素A和B的总合成

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摘要

cis-2,6-Tetrahydropyran is an important structural skeleton of bioactive natural products. A facile synthesis of cis-2,6-disubstituted-3,6-dihydropyrans as cis-2,6-tetrahydropyran precursors has been achieved in high regioand stereoselectivity with high yields. This reaction involves a palladium-catalyzed decarboxylative allylation of various 3,4-dihydro-2H-pyran substrates. Extending this reaction to 1,2-unsaturated carbohydrates allowed the achievement of challenging β-C-glycosylation. Based on this methodology, the total syntheses of (±)-centrolobine and (+)-decytospolides A and B were achieved in concise steps and overall high yields.
机译：顺式2，6-四氢吡喃是生物活性天然产物的重要结构骨架。以高区域选择性和立体选择性，高收率实现了顺式-2,6-二取代-3,6-二氢吡喃前体顺式-2,6-四氢吡喃前体的简便合成。该反应涉及各种3,4-二氢-2H-吡喃底物的钯催化的脱羧烯丙基化。将该反应扩展至1,2-不饱和碳水化合物可实现具有挑战性的β-C-糖基化。基于此方法，可通过简洁的步骤获得高纯度的（±）-中心球蛋白和（+）-脱细胞肽A和B的总合成物。

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