Enantioselective Synthesis of Guaianolides in the Osmitopsin Family by Domino Metathesis,Organic Letters

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Enantioselective Synthesis of Guaianolides in the Osmitopsin Family by Domino Metathesis
Organic Letters ( IF 4.9 ) Pub Date : 2016-06-22 00:00:00 , DOI: 10.1021/acs.orglett.6b01619
André Barthel ₁ , Felix Kaden ₁ , Anne Jäger ₁ , Peter Metz ₁

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Relay metathesis enabled an improved access from (S)-citronellal to the marine trisnorguaiane (−)-clavukerin A. This hydroazulene was applied as an advantageously functionalized building block for the asymmetric synthesis of the sesquiterpene lactone osmitopsin and the proposed structure of 4,5-epoxyosmitopsin using a chemo-, regio-, and diastereoselective diepoxide opening as the key step.

中文翻译：

多米诺骨复分解法在对侧视视蛋白家族中对映体选择性合成瓜硫酚。

中继复分解使从（S）香茅醛到海洋Trisnorguaiane（-）-克拉维青霉素A的通道得以改善。该氢化azulene用作倍半萜烯内酯-osmitopsin的不对称合成和4,5的拟议结构的有利的功能化构建基块。使用化学，区域和非对映选择性双环氧化合物作为关键步骤来合成环氧-环氧mitsopsin。

更新日期：2016-06-22

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