RCM approach to the CDE-tricyclic structure of nakiterpiosin
RCM approach to the CDE-tricyclic structure of nakiterpiosin
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DOI：
10.1093/bbb/zbac061
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发表时间：
2022-05-02
影响因子：
1.6
通讯作者：
Urabe，Daisuke
中科院分区：
文献类型：
--
作者：
Matsuyuki，Yoe;Fukaya，Keisuke;Urabe，Daisuke
本文报道了一种海洋衍生的抗有丝分裂C-去甲-D-同型类固醇Nakiterpiosin的CDE-三环结构的合成方法。以一种市售羧酸为原料，经9步反应合成了反式二取代茚满酮，并通过关环复分解形成了反式稠合的5/6元环体系。本方法能够简洁地合成官能化的CDE-三环结构，其将用作裸萜皂苷的合成中间体。
A synthetic approach to the CDE-tricyclic structure of nakiterpiosin, a marine-derived antimitotic C-nor-D-homosteroid, is reported. Thetrans-disubstituted indanone was synthesized from a commercially available carboxylic acid in 9 steps, and the ring closing metathesis of the indanone constructed thetrans-fused 5/6-membered ring system. The present approach enables the concise synthesis of the functionalized CDE-tricyclic structure, which will serve as a synthetic intermediate toward nakiterpiosin.