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学科主题: 天然产物有机化学
题名: Total synthesis of epothilone A through stereospecific epoxidation of the p-methoxybenzyl ether of epothilone C
其他题名: 通过立体专一性环氧化对甲氧苄基埃坡霉素C全合成埃坡霉素A
作者: Liu ZY(刘志煜) ; Chen ZC(陈泽成) ; Yu CZ(余成志) ; Wang RF(王瑞芳) ; Zhang RZ(张如洲) ; Huang CS(黄春生) ; Yan Z(颜铮) ; Cao DR(曹德榕) ; Sun JB(孙建波) ; Li G(李刚)
通讯作者: 刘志煜
刊名: Chem.-Eur. J.
发表日期: 2002
卷: 8, 期:16, 页:3747-3756
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所现代有机化学实验室
英文摘要: The total synthesis of epothilone A is described by the coupling four segments 4-7a. Three of the segments, 4,5 and 7a, have only one chiral center; all other chiral centers were introduced by simple asymmetric catalytic reactions. The key steps are the ring opening of epoxide 5 with acetylide 8 for the construction of the C12-C13 cis double bond and a practical hydrolytic kinetic resolution (HKR) developed by Jacobsen group for the introduction the chiral center at C3. Especially, the stereospecific epoxidation of 3-O-PMB epothilone C 3b through long-range efect of 3-O-PMB protecting group gave high yields of the C12-C13 a-epoxide for the synthesis of target molecule.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000177652800019
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/23604
Appears in Collections:中科院天然产物有机化学重点实验室_期刊论文

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Recommended Citation:
Liu ZY,Chen ZC,Yu CZ,et al. Total synthesis of epothilone A through stereospecific epoxidation of the p-methoxybenzyl ether of epothilone C[J]. Chem.-Eur. J.,2002,8(16):3747-3756.
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