SIOC OpenIR  > 生命有机化学国家重点实验室
On the synthesis of cepacin A
其他题名葱茎菌素甲的合成研究
Tang CJ(唐朝军); Wu YK(伍贻康)
2007
发表期刊Tetrahedron
ISSN0040-4020
卷号63期号:23页码:4887-4906
摘要Efforts directed toward a total synthesis of cepacin A is presented in full detail. The C-7, C-8, and C-9 stereogenic centers in the target molecule were derived from D-arabinose. The configuration of the allene axis was controlled at the bromoallenation step by the C-10 configuration of the precursor. An unexpected yet very interesting phenomenon was observed with the bromoallenation, where the alpha-isomer of the propargylic alcohol 31 was entirely resistant to the conditions that worked so well for its beta-counterpart. The problem was eventually solved by careful tuning of the size of the neighboring groups based on the clue obtained from conformational analysis. The diyne moiety was incorporated into the molecular framework through a coupling of the TMS protected diyne with a proper bromoallene under the Sonogashira conditions with EtOAc as the solvent. Use of other solvents at this step led to complete failure. (c) 2007 Elsevier Ltd. All rights reserved.
学科领域生命有机化学
部门归属上海有机所
URL查看原文
收录类别SCI
语种英语
WOS记录号WOS:000248238600005
引用统计
被引频次:18[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.sioc.ac.cn/handle/331003/20391
专题生命有机化学国家重点实验室
通讯作者Wu YK(伍贻康)
推荐引用方式
GB/T 7714
Tang CJ,Wu YK. On the synthesis of cepacin A[J]. Tetrahedron,2007,63(23):4887-4906.
APA 唐朝军,&伍贻康.(2007).On the synthesis of cepacin A.Tetrahedron,63(23),4887-4906.
MLA 唐朝军,et al."On the synthesis of cepacin A".Tetrahedron 63.23(2007):4887-4906.
条目包含的文件
文件名称/大小 文献类型 版本类型 开放类型 使用许可
2007083.pdf(889KB) 开放获取--请求全文
个性服务
推荐该条目
保存到收藏夹
查看访问统计
导出为Endnote文件
谷歌学术
谷歌学术中相似的文章
[唐朝军]的文章
[伍贻康]的文章
百度学术
百度学术中相似的文章
[唐朝军]的文章
[伍贻康]的文章
必应学术
必应学术中相似的文章
[唐朝军]的文章
[伍贻康]的文章
相关权益政策
暂无数据
收藏/分享
所有评论 (0)
暂无评论
 

除非特别说明,本系统中所有内容都受版权保护,并保留所有权利。