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学科主题: 天然产物有机化学
题名: Stereoselectivity in N-Iminium Ion Cyclization: Development of an Efficient Synthesis of (+/-)-Cephalotaxine
其他题名: 立体选择性亚胺阳离子关环: (+/-)三尖杉碱的高效合成
作者: Liu H(刘浩)1; Yu J(于静)1; Li XY(李新宇)1; Yan R(严睿)1; Xiao JC(肖吉昌)1; Hong R(洪然)1
通讯作者: 洪然
刊名: Org. Lett.
发表日期: 2015
DOI: 10.1021/acs.orglett.5b02106
卷: 17, 期:18, 页:4444-4447
收录类别: SCI
文章类型: 论文
英文摘要: A stereoselective N-iminium ion cyclization with allylsilane to construct vicinal quaternary tertiary carbon centers was developed for the concise synthesis of (+/-)-cephalotaxine. The current strategy features a TiCl4-promoted cyclization and ring-closure metathesis to furnish the spiro-ring system. The stereochemical outcome in the N-acyliminium ion cyclization was rationalized by the stereoelectronic effect of the Z- or E-allylsilane. Two diastereomers arising from the cyclization were merged into the formal synthesis of (+/-)-cephalotaxine.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000361867800012
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/39805
Appears in Collections:中科院天然产物有机化学重点实验室_期刊论文

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作者单位: 1.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
2.中科院上海有机化学研究所, 有机氟化学重点实验室

Recommended Citation:
Liu H,Yu J,Li XY,et al. Stereoselectivity in N-Iminium Ion Cyclization: Development of an Efficient Synthesis of (+/-)-Cephalotaxine[J]. Org. Lett.,2015,17(18):4444-4447.
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