Parallel synthesis of prostaglandin E1 analogues.
Parallel synthesis of prostaglandin E1 analogues.
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前列腺素E1类似物的平行合成。
DOI：
10.1021/cc990033e
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发表时间：
1999
期刊：
影响因子：
--
通讯作者：
Ellman,JA
中科院分区：
文献类型：
--
作者：
Dragoli,DR;Thompson,LA;O'Brien,J;Ellman,JA
第一个示范的快速平行合成不同的前列腺素衍生物的报告。通过硼氢化烯烃的平行Suzuki偶联，在核1上引入了上（α-）侧链多样性。转化为烯酮3和9后，加入较低的（ω-）侧链作为高阶铜试剂4。结合N-酰基磺酰胺保护基的上侧链进一步转化为前列腺素酰胺类似物。用HF/吡啶从载体上裂解，然后清除，得到26个高纯度的前列腺素E1类似物。
The first demonstration of the rapid parallel synthesis of diverse prostaglandin derivatives is reported. Upper (α-) side chain diversity was introduced to core1via the parallel Suzuki coupling of hydroborated alkenes. Conversion to the enones3and9was followed by the addition of the lower (ω-) side chains as higher-order cuprates4. Upper side chains incorporating anN-acylsulfonamide protecting group were further transformed into prostaglandin amide analogues. Cleavage from support with HF/pyridine followed by scavenging provided 26 prostaglandin E1analogues in high purity.