中国科学院上海有机化学研究所机构知识库
Advanced  
SIOC OpenIR  > 中科院天然产物有机化学重点实验室  > 期刊论文
学科主题: 天然产物有机化学 ; 金属有机化学
题名: Total Synthesis of (-)-Fasicularin and (-)-Lepadiformine A Based on Zn-Mediated Allylation of Chiral N-tert-Butanesulfinyl Ketimine
其他题名: 基于锌调控的手性N-叔丁基亚磺酰酮亚胺的烯丙基化反应对(-)-Fasicularin及(-)-Lepadiformine A的全合成
作者: Mei SL(梅三林) ; Zhao G(赵刚)
通讯作者: 赵刚
刊名: Eur. J. Org. Chem.
发表日期: 2010
期: 9, 页:1660-1668
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: The stereoselective total synthesis of fasicularin (1) and lepadiformine A (2) is described, which features the utilization of a Zn-mediated allylation of a chiral, aliphatic, N-tert-butanesulfinyl ketimine to construct the amino-substituted quaternary carbon center in good yield and with excellent diastereoselectivity. The azaspirocyclic scaffold was installed sequentially by a Sharp less dihydroxylation and an internal epoxide-opening reaction, and this scaffold was further converted into common intermediate 5. Removing the tosyl (Ts) protecting group of 5 and reductively aminating using Luche's reagent completed the synthesis of (-)-fasicularin (1), while reducing 5 using L-selectride, deprotecting the Ts group, and finishing with an intramolecular amino alcohol cyclocondensation completed the total synthesis of (-)-lepadiformine A (2).
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000276055600006
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/20799
Appears in Collections:中科院天然产物有机化学重点实验室_期刊论文

Files in This Item: Download All
File Name/ File Size Content Type Version Access License
2010340.pdf(249KB)----开放获取--View Download

Recommended Citation:
Mei SL,Zhao G. Total Synthesis of (-)-Fasicularin and (-)-Lepadiformine A Based on Zn-Mediated Allylation of Chiral N-tert-Butanesulfinyl Ketimine[J]. Eur. J. Org. Chem.,2010(9):1660-1668.
Service
Recommend this item
Sava as my favorate item
Show this item's statistics
Export Endnote File
Google Scholar
Similar articles in Google Scholar
[梅三林]'s Articles
[赵刚]'s Articles
CSDL cross search
Similar articles in CSDL Cross Search
[梅三林]‘s Articles
[赵刚]‘s Articles
Related Copyright Policies
Null
Social Bookmarking
Add to CiteULike Add to Connotea Add to Del.icio.us Add to Digg Add to Reddit
文件名: 2010340.pdf
格式: Adobe PDF
此文件暂不支持浏览
所有评论 (0)
暂无评论
 
评注功能仅针对注册用户开放,请您登录
您对该条目有什么异议,请填写以下表单,管理员会尽快联系您。
内 容:
Email:  *
单位:
验证码:   刷新
您在IR的使用过程中有什么好的想法或者建议可以反馈给我们。
标 题:
 *
内 容:
Email:  *
验证码:   刷新

Items in IR are protected by copyright, with all rights reserved, unless otherwise indicated.

 

 

Valid XHTML 1.0!
Powered by CSpace