Stereoselectivity in N-Iminium Ion Cyclization: Development of an Efficient Synthesis of (+/-)-Cephalotaxine
文献类型:期刊论文
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 |
刊名 | Org. Lett.
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出版日期 | 2015 |
卷号 | 17期号:18页码:4444-4447 |
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 |
通讯作者 | 洪然 |
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. |
学科主题 | 天然产物有机化学 |
收录类别 | SCI |
原文出处 | http://dx.doi.org/10.1021/acs.orglett.5b02106 |
语种 | 英语 |
WOS记录号 | WOS:000361867800012 |
源URL | [http://ir.sioc.ac.cn/handle/331003/39805] ![]() |
专题 | 上海有机化学研究所_中科院天然产物有机化学重点实验室 |
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 |
推荐引用方式 GB/T 7714 | 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. |
APA | 刘浩,于静,李新宇,严睿,肖吉昌,&洪然.(2015).Stereoselectivity in N-Iminium Ion Cyclization: Development of an Efficient Synthesis of (+/-)-Cephalotaxine.Org. Lett.,17(18),4444-4447. |
MLA | 刘浩,et al."Stereoselectivity in N-Iminium Ion Cyclization: Development of an Efficient Synthesis of (+/-)-Cephalotaxine".Org. Lett. 17.18(2015):4444-4447. |
入库方式: OAI收割
来源:上海有机化学研究所
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