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.
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
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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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