异戊烯基吲哚生物碱的统一合成方法：(-)-17-羟基-柠檬苦素B、(+)-斯替法地丁A和(+)-诺托酰胺I的全合成
Unified Approach to Prenylated Indole Alkaloids: Total Syntheses of (-)-17-Hydroxy-Citrinalin B, (+)-Stephacidin A, and (+)-Notoamide I.
作者信息
Mercado-Marin Eduardo V, Sarpong Richmond
机构信息
Department of Chemistry University of California-Berkeley Berkeley, CA 94720, USA.
出版信息
Chem Sci. 2015 Aug 1;6(8):5048-5052. doi: 10.1039/C5SC01977J. Epub 2015 Jun 18.
A unified strategy for the synthesis of congeners of the prenylated indole alkaloids is presented. This strategy has yielded the first synthesis of the natural product (-)-17-hydroxy-citrinalin B as well as syntheses of (+)-stephacidin A and (+)-notoamide I. An enolate addition to an generated isocyanate was utilized in forging a key bicyclo[2.2.2]diazaoctane moiety, and in this way connected the two structural classes of the prenylated indole alkaloids through synthesis.
本文提出了一种用于合成异戊烯基吲哚生物碱同系物的统一策略。该策略首次合成了天然产物（-）-17-羟基-柠檬苦素B，以及（+）-Stephacidin A和（+）-诺托酰胺I。烯醇盐加成到生成的异氰酸酯上被用于构建关键的双环[2.2.2]二氮杂辛烷部分，并通过合成将异戊烯基吲哚生物碱的两个结构类别连接起来。
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