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Construction of the A ring of halichomycin via a RCM strategy
Mao, Shiyong; Jia, Yanxing
关键词Halichomycin Total Synthesis Natural Product Ring-closing Metathesis (Rcm)
刊名TETRAHEDRON LETTERS
2013-08-07
DOI10.1016/j.tetlet.2013.06.027
54期:32页:4343-4345
收录类别SCI ; IC ; CCR
文章类型Article
WOS标题词Science & Technology
类目[WOS]Chemistry, Organic
研究领域[WOS]Chemistry
关键词[WOS]OLEFIN-METATHESIS CATALYSTS ; CLOSING METATHESIS ; STEREOSELECTIVE PREPARATION ; ASYMMETRIC-SYNTHESIS ; NATURAL-PRODUCTS ; FRAGMENT ; MACROCYCLIZATION ; PLECOMACROLIDES ; NARBONOLIDE ; COMPLEXES
英文摘要

Attempts to the synthesis of the A ring of halichomycin via ring-closing metathesis (RCM) reaction were investigated. When triene 5 was used as the precursor of cyclization, only unexpected byproduct aldehyde 17 was obtained. When diene 6 was used as the precursor of cyclization, the desired product 20 was obtained in reasonable yield. This work demonstrated that both modification of the substrate and the RCM reaction conditions are important for obtaining the desired 11-membered macrocycle in reasonable yield. (C) 2013 Elsevier Ltd. All rights reserved.

语种英语
WOS记录号WOS:000321802800053
项目编号21290180 ; 20972007 ; 2010CB833200 ; 20120001110100
资助机构National Natural Science Foundation of China ; National Basic Research Program of China (973 Program) ; Ph.D. Programs Foundation of Ministry of Education of China
引用统计
被引频次:4[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.bjmu.edu.cn/handle/400002259/55964
专题北京大学药学院
作者单位Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
推荐引用方式
GB/T 7714
Mao, Shiyong,Jia, Yanxing. Construction of the A ring of halichomycin via a RCM strategy[J]. TETRAHEDRON LETTERS,2013,54(32):4343-4345.
APA Mao, Shiyong,&Jia, Yanxing.(2013).Construction of the A ring of halichomycin via a RCM strategy.TETRAHEDRON LETTERS,54(32),4343-4345.
MLA Mao, Shiyong,et al."Construction of the A ring of halichomycin via a RCM strategy".TETRAHEDRON LETTERS 54.32(2013):4343-4345.
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