Accessing Polycyclic Terpenoids from Zerumbone via Lewis Acid Catalyzed Synthetic Strategies

Autor:	Kokkuvayil Vasu Radhakrishnan, Radhakrishnan Syam Krishnan, P. Sasikumar, Greeshma Gopalan, P. Sharathna, B. P. Dhanya, Murugan Thulasi Meenu
Rok vydání:	2020
Předmět:	chemistry.chemical_compound chemistry Stereochemistry Organic Chemistry Epoxide Lewis acids and bases Catalysis Terpenoid Lewis acid catalysis
Zdroj:	Synthesis. 52:2045-2064
ISSN:	1437-210X 0039-7881
DOI:	10.1055/s-0039-1690840
Popis:	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.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::59a5d3945145f5d9e1e8811d2be21040 https://doi.org/10.1055/s-0039-1690840 Zobrazit plný text záznamu