Department of Chemistry, Ludwig-Maximilians-Universität München, Butenandtstr. 5-13, 81377, Munich, Germany.
Present address: Faculty of Chemistry, University of Belgrade, Studentski trg 12-16, 11158, Belgrade, Serbia.
Angew Chem Int Ed Engl. 2017 Oct 9;56(42):12848-12851. doi: 10.1002/anie.201612641. Epub 2017 Sep 18.
Crocagin A (1) combines an attractive molecular structure with an unusual biosynthesis and bioactivity. An efficient synthesis of crocagin A is presented that hinges on an early formation of the heterotricyclic core, an electrophilic amination, and the stereoselective hydrogenation of a tetrasubstituted double bond. This synthesis confirms the absolute configuration of crocagin A and provides access to the natural product and derivatives thereof for further biological testing.
化合物 A (1) 兼具吸引人的分子结构和不寻常的生物合成及生物活性。本文报道了一种高效的合成方法，关键步骤包括杂三环核心的早期形成、亲电胺化以及四取代双键的立体选择性氢化。该合成方法确定了化合物 A 的绝对构型，并为进一步的生物学测试提供了天然产物及其衍生物的获取途径。
