Substituent effects in the transannular cyclizations of germacranes. Synthesis of 6-epi-costunolide and five natural steiractinolides
Substituent effects in the transannular cyclizations of germacranes. Synthesis of 6-epi-costunolide and five natural steiractinolides
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DOI：
10.1016/j.tet.2008.09.017
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发表时间：
2008-11-24
期刊：
影响因子：
2.1
通讯作者：
Massanet, Guillermo M.
中科院分区：
文献类型：
--
作者：
Azarken, Redouan;Guerra, Francisco M.;Massanet, Guillermo M.
在这些代谢物的酸促进的跨环环化的立体化学结果中，取代基在十元环上的出现和取向是决定性的。对伞形科植物产的苦楝酚内酯和愈创木酚内酯的合成进行了说明。报道了天然产物6-外延寇内酯和5种甾体放射素内酯的合成。(C) 2008 Elsevier Ltd版权所有。
The occurrence and orientation of substituents in the 10-membered ring characteristic of germacranes is determinant in the stereochemical outcome of the acid-promoted transannular cyclization of these metabolites. An explanation of the synthesis of eudesmanolides and guaianolides produced by the Umbelliferae family of plants is advanced. The syntheses of the natural products 6-epi-costunolide and five steiractinolides are reported. (C) 2008 Elsevier Ltd. All rights reserved.