Total synthesis, assignment of absolute stereochemistry, and structural revision of chlorofusin | |
Qian WJ(钱文建) ; Wei WG(魏万国) ; Zhang YX(张永霞) ; Yao ZJ(姚祝军) | |
刊名 | J. Am. Chem. Soc.
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2007 | |
卷号 | 129期号:20页码:6400-6401 |
ISSN号 | 0002-7863 |
其他题名 | Chlorofusin的全合成、绝对构型归属与结构修正 |
通讯作者 | 姚祝军 |
英文摘要 | The first total synthesis of chlorofusin was accomplished in a convergent fashion. With all four unambiguous diastereomeric model chromophores as references, the absolute stereochemistry of the chlorofusin chromophore was determined and revised to be (4S,8R,9S) by H-1 NMR studies and asymmetric synthesis. This allows the complete structure of natural chlorofusin to be assigned for the first time. Enantioselective copper-mediated oxidation of 4, mild coupling of azaphilone 2 with the free amine-bearing cyclopeptide 3, and a one-pot three-step protocol for the final spiro-aminal formation were successfully achieved with high efficiency to yield the correct stereochemical product 1a. |
学科主题 | 生命有机化学 |
收录类别 | SCI |
原文出处 | http://dx.doi.org/10.1021/ja072225g |
语种 | 英语 |
WOS记录号 | WOS:000246535300028 |
公开日期 | 2013-02-26 |
内容类型 | 期刊论文 |
源URL | [http://202.127.28.38/handle/331003/21095] ![]() |
专题 | 上海有机化学研究所_生命有机化学国家重点实验室 |
推荐引用方式 GB/T 7714 | Qian WJ,Wei WG,Zhang YX,et al. Total synthesis, assignment of absolute stereochemistry, and structural revision of chlorofusin[J]. J. Am. Chem. Soc.,2007,129(20):6400-6401. |
APA | 钱文建,魏万国,张永霞,&姚祝军.(2007).Total synthesis, assignment of absolute stereochemistry, and structural revision of chlorofusin.J. Am. Chem. Soc.,129(20),6400-6401. |
MLA | 钱文建,et al."Total synthesis, assignment of absolute stereochemistry, and structural revision of chlorofusin".J. Am. Chem. Soc. 129.20(2007):6400-6401. |
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