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学科主题: 生命有机化学
题名: An iterative acetylene-epoxide coupling strategy for the total synthesis of longimicin C
其他题名: An iterative acetylene-epoxide coupling strategy for the total synthesis of longimicin C
作者: He YT(何艳涛) ; Xue S(薛嵩) ; Hu TS(胡泰山) ; Yao ZJ(姚祝军)
通讯作者: 姚祝军
刊名: Tetrahedron Lett.
发表日期: 2005
卷: 46, 期:32, 页:5393-5397
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所
英文摘要: Longimicin C, a naturally occurring annonaceous acetogenin possessing a C-2-symmetrical bis-THF moiety and a short hydrocarbon chain between its THF-containing region and a terminal gamma-lactone, was synthesized for the first time. The total synthesis was successfully achieved by an iterative acetylene-epoxide coupling strategy. D-Mannitol was used to establish the bis-THF-containing segment, in which the additional stereochemistries were introduced by Sharpless dihydroxylations and intramolecular Williamson etherifications. Regioselective epoxide-openings by the appropriate terminal acetylenes allowed coupling and elaboration of all four fragments including the introduction of three essential hydroxyls into the proper sites of the target skeleton. (c) 2005 Elsevier Ltd. All rights reserved.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000230685900033
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/21053
Appears in Collections:生命有机化学国家重点实验室_期刊论文

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Recommended Citation:
He YT,Xue S,Hu TS,et al. An iterative acetylene-epoxide coupling strategy for the total synthesis of longimicin C[J]. Tetrahedron Lett.,2005,46(32):5393-5397.
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