Basu Sudipta, Waldmann Herbert
Max-Planck-Institut für molekulare Physiologie, Otto-Hahn Strasse 11, 44227 Dortmund, Germany; Technische Universität Dortmund, Fachbereich Chemische Biologie, Otto-Hahn-Str. 6, 44227 Dortmund, Germany.
Max-Planck-Institut für molekulare Physiologie, Otto-Hahn Strasse 11, 44227 Dortmund, Germany; Technische Universität Dortmund, Fachbereich Chemische Biologie, Otto-Hahn-Str. 6, 44227 Dortmund, Germany.
Bioorg Med Chem. 2014 Aug 15;22(16):4430-44. doi: 10.1016/j.bmc.2014.05.039. Epub 2014 May 28.
Natural product inspired compound collections are prevalidated due to the evolutionary selection of the natural product scaffolds. Their synthesis requires the development of novel strategies amenable to formats suitable for library build-up. We describe a method for the synthesis of an oxepane library inspired by the core structure of oxepane natural products endowed with multiple bioactivities. Core aspects of the strategy are the establishment of a one-pot method employing different immobilized scavengers, the employment of an enyne ring closing reaction and diversification by means of different transformations, for example, cycloadditions and cross-metathesis reactions. In total, a collection of 115 oxepanes was obtained in 5-6-step reaction sequences.
受天然产物启发的化合物库由于天然产物支架的进化选择而得到预先验证。它们的合成需要开发适用于适合文库构建形式的新策略。我们描述了一种受具有多种生物活性的氧杂环庚烷天然产物核心结构启发的氧杂环庚烷库的合成方法。该策略的核心方面是建立一种使用不同固定化清除剂的一锅法，采用烯炔闭环反应，并通过不同的转化（例如环加成和交叉复分解反应）进行多样化。总共通过5-6步反应序列获得了115个氧杂环庚烷的集合。
