A Ten-Step Total Synthesis of Speradine C

A Ten-Step Total Synthesis of Speradine C
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Speradine C 的十步全合成

DOI:
10.1002/anie.201902004
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发表时间:
2019
期刊:
Angewandte Chemie International Edition
影响因子:
--
通讯作者:
Jia Yanxing
Jia Yanxing
中科院分区:
其他
文献类型:
--
作者:
Liu Haichao;Chen Lijun;Yuan Kuo;Jia Yanxing

文献摘要

被引文献

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从市售的 4-溴吲哚仅用十个步骤就实现了 speradine C 的首次全合成。该工作的显着特点是通过三次环化形成四个环,即生物启发的[3+2]环化形成C/D环,NCS介导的氧化构建E 环,以及Ru催化的酮羟基化组装F 环。这项工作强调了战略环结构如何简化多环化合物的合成。
The first total synthesis of speradine C has been achieved in only ten steps from a commercially available 4‐bromoindole. Salient features of the work are the formation of four rings through three cyclizations, namely a bioinspired [3+2] annulation to form the C/D rings, an NCS‐mediated oxidation to construct the E ring, and a Ru‐catalyzed ketohydroxylation to assemble the F ring. This work highlights how strategic ring constructions can streamline the synthesis of polycyclic compounds.