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Bio-inspired oxidative phenolic coupling: Total synthesis of the diarylether heptanoid (±)-pterocarine
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2017-04-12 , DOI: 10.1016/j.tetlet.2017.04.015
M. Quamar Salih , Christopher M. Beaudry

The diaryletherheptanoid natural product, pterocarine, is expeditiously synthesized using a bioinspired intramolecular oxidative phenolic coupling of acerogenin G. The cyclization precursor is prepared from a simple cinnamic acid derivative in three high yielding synthetic operations. The key oxidative coupling is inspired by biosynthetic hypotheses; however, the oxidative coupling proceeds with concomitant hydroxylation of the diphenyl ether motif.



中文翻译:

生物启发性的氧化酚偶联:二芳基醚类庚烷(±)-蝶呤碱的全合成

二芳基醚庚烷类天然产物蝶呤碱是利用生物素启发的铜绿皂苷元G分子快速合成的。环化前体是由一种简单的肉桂酸衍生物以三种高产率的合成操作制得的。关键的氧化偶合是受生物合成假设启发的。然而,氧化偶合伴随着二苯醚基序的羟基化而进行。

更新日期:2017-04-12
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