The first total synthesis of sporiolide A.
The first total synthesis of sporiolide A.
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DOI：
10.1021/jo0615504
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发表时间：
2006-10
期刊：
影响因子：
--
通讯作者：
Yuguo Du;Qi Chen;R. Linhardt
中科院分区：
文献类型：
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作者：
Yuguo Du;Qi Chen;R. Linhardt
以d -葡聚糖为原料，经16步合成了天然细胞毒剂孢子内酯A，总产率为6.1%。在合成过程中，碳水化合物作为手性模板来控制绝对构型。氯铬酸吡啶（PCC）促进环烯醇醚转化为内酯，然后进行山口酯化和分子内环闭合复分解，极大地促进了目标化合物的合成。
The first total synthesis of the natural cytotoxic agent sporiolide A has been accomplished from D-glucal in 16 steps with 6.1% overall yield. Carbohydrates were applied as the chiral templates to manipulate the absolute configuration during the synthesis. Pyridinium chlorochromate (PCC)-promoted transformation of the cyclic enol-ether to lactone, followed by Yamaguchi esterification and intramolecular ring closure metathesis, greatly facilitates synthesis of the target compound.