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Nitroso-ene cyclization enabled access to 1-azaspiro[4.4]nonane and its application in a modular synthesis toward (+/-)-cephalotaxine
Alternative Title亚硝基-烯氢反应构建1-氮杂螺环[4.4]壬烷以及其在(±)-三尖杉碱模型反应中的应用
Huang SH(黄莎华)1; Tian XC(田学超)1; Mi XW(米贤伟)1; Wang Y(王燕)1; Hong R(洪然)1
2015
Source PublicationTetrahedron Lett.
Volume56Issue:48Pages:6656-6658
AbstractIn this communication, a nitroso-ene cyclization was devised to rapidly construct 1-azaspiro[4.4]nonane, a key structural motif which was further implemented into the modular synthesis of (+/-)-cephalotaxine (6). The whole synthesis route to access the key intermediate 7 involves eight steps from a commercially available 1,2-epoxycyclopentane (12) and five purifications on silica gel column. The direct nitroso-ene reaction to 1-azabicyclo[4.4]non-2-one paves a way to a future development of the practical synthesis of cephalotaxus alkaloids. (C) 2015 Published by Elsevier Ltd.
Subtype论文
Subject Area天然产物有机化学
DOI10.1016/j.tetlet.2015.10.002
URL查看原文
Indexed BySCI
Language英语
WOS IDWOS:000365060400002
Citation statistics
Cited Times:17[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.sioc.ac.cn/handle/331003/39813
Collection中科院天然产物有机化学重点实验室
Corresponding AuthorHuang SH(黄莎华); Wang Y(王燕)
Affiliation1.上海应用技术学院
2.中科院上海有机化学研究所, 天然产物有机合成化学重点实验室
Recommended Citation
GB/T 7714
Huang SH,Tian XC,Mi XW,et al. Nitroso-ene cyclization enabled access to 1-azaspiro[4.4]nonane and its application in a modular synthesis toward (+/-)-cephalotaxine[J]. Tetrahedron Lett.,2015,56(48):6656-6658.
APA 黄莎华,田学超,米贤伟,王燕,&洪然.(2015).Nitroso-ene cyclization enabled access to 1-azaspiro[4.4]nonane and its application in a modular synthesis toward (+/-)-cephalotaxine.Tetrahedron Lett.,56(48),6656-6658.
MLA 黄莎华,et al."Nitroso-ene cyclization enabled access to 1-azaspiro[4.4]nonane and its application in a modular synthesis toward (+/-)-cephalotaxine".Tetrahedron Lett. 56.48(2015):6656-6658.
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