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Accessing Polycyclic Terpenoids from Zerumbone via Lewis Acid Catalyzed Synthetic Strategies
Synthesis ( IF 2.2 ) Pub Date : 2020-03-27 , DOI: 10.1055/s-0039-1690840
Puthiyaparambath Sharathna 1, 2 , Murugan Thulasi Meenu 1, 2 , Kokkuvayil Vasu Radhakrishnan 1, 2 , Bhandara Purayil Dhanya 1 , Greeshma Gopalan 1 , Parameswaran Sasikumar 1 , Radhakrishnan Syam Krishnan 1
Affiliation  

We herein disclose an effective strategy for the synthesis of [5.3.0] and [6.3.0] fused polycyclic terpenoids, which are important structural elements of natural products and biologically active compounds. The method comprises of Lewis acid catalyzed interrupted Nazarov cyclization of zerumbone derivatives such as zerumbone epoxide, triazole-appended zerumbone, zerumbal, and zerumbenone with a wide substrate scope with different indoles. Zerumbone epoxide furnished [5.3.0] and [6.3.0] fused structurally diverse sesquiterpenoids and all other zerumbone derivatives furnished the [6.3.0] fused motifs.

中文翻译:

通过路易斯酸催化的合成策略从Zerumbone访问多环萜类化合物

我们在此公开了一种合成[5.3.0]和[6.3.0]稠合多环萜类化合物的有效策略,它们是天然产物和生物活性化合物的重要结构要素。该方法包括路易斯酸催化的泽鲁姆伯衍生物如泽鲁姆伯环氧化物,三唑附加的泽鲁姆伯酮,泽鲁姆伯和泽鲁贝酮的间断纳扎罗夫环化的中断,具有广泛的吲哚范围。Zerrumbone环氧化合物提供[5.3.0]和[6.3.0]融合的结构多样的倍半萜,所有其他zerumbone衍生物均提供[6.3.0]融合的图案。
更新日期:2020-03-27
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