Total syntheses of Parnafungins

帕那芬净的全合成

• 批准号: 247753572
• 负责人: Professor Dr. Stefan Bräse
• 金额: --
• 依托单位: Institut für Organische Chemie (IOC)
• 依托单位国家: 德国
• 项目类别: Research Grants
• 财政年份: 2013
• 资助国家: 德国
• 起止时间: 2012-12-31 至 2016-12-31
• 项目状态: 已结题
• 来源: https://gepris.dfg.de/gepris/projekt/247753572?language=en
• 关键词: Total; syntheses; Parnafungins

Parnafungins belong to a novel class of natural products isolated from fungi. Their biological activity and in particular their action against fungi made led not only to their discovery, but pose also interesting challenges for its total synthesis and delivery of analogues. The stereogenic centers and an unusual and labile isoxazole ring are particular challenges. Based on preliminary results the first total syntheses of these molecules are presented. Key steps are the construction of the xanthone also the connection of the two aromatic building blocks, which were connected via cross-coupling reactions. The xanthone ring will be assembled by established route. Besides the total synthesis, analogues will be prepared and tested in collaboration for their biological activity.

Parnafungins是一种从真菌中分离出来的新型天然产物。它们的生物活性，特别是它们对真菌的作用不仅导致了它们的发现，而且对其全合成和类似物的递送提出了有趣的挑战。立体中心和不稳定的异恶唑环是特别的挑战。在初步结果的基础上，首次提出了这些分子的全合成。关键步骤是山酮的构建，以及两个芳基的连接，它们是通过交叉偶联反应连接起来的。山酮环将按照既定路线组装。除了全合成外，还将合作制备和测试类似物的生物活性。

项目成果

Conversion of substrate analogs suggests a Michael cyclization in iridoid biosynthesis.

• DOI: 10.1016/j.chembiol.2014.09.010
• 发表时间: 2014-11-20
• 期刊: Chemistry & biology
• 作者: Lindner S;Geu-Flores F;Bräse S;Sherden NH;O'Connor SE
• 通讯作者: O'Connor SE

A mild method for eliminating alkyl ethers to alkenes

一种将烷基醚消除为烯烃的温和方法

• DOI: 10.1039/c4ra03785e
• 发表时间: 2014
• 期刊: RSC Advances
• 影响因子: 3.9
• 作者: S. Lindner;S. Bräse
• 通讯作者: S. Bräse

Scope and Limitations of the Domino Vinylogous Aldol/oxa‐Michael Reaction

• DOI: 10.1002/slct.201700667
• 发表时间: 2017-04
• 期刊: Chemistry
• 作者: Larissa Geiger;M. Nieger;Stefan Bräse