Total synthesis of epothilone A through stereospecific epoxidation of the p-methoxybenzyl ether of epothilone C
文献类型：期刊论文
| 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) |
| 刊名 | Chem.-Eur. J.
 |
| 出版日期 | 2002 |
| 卷号 | 8期号:16页码:3747-3756 |
| ISSN号 | 0947-6539 |
| 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 |
| 通讯作者 | 刘志煜 |
| 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. |
| 学科主题 | 天然产物有机化学 |
| 收录类别 | SCI |
| 原文出处 | http://dx.doi.org/10.1002/1521-3765(20020816)8:16<3747::AID-CHEM3747>3.0.CO;2-A |
| 语种 | 英语 |
| WOS记录号 | WOS:000177652800019 |
| 公开日期 | 2013-03-11 |
| 源URL | [http://202.127.28.38/handle/331003/23604]  |
| 专题 | 上海有机化学研究所_中科院天然产物有机化学重点实验室 |
| 推荐引用方式 GB/T 7714 | 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. |
| APA | 刘志煜.,陈泽成.,余成志.,王瑞芳.,张如洲.,...&李刚.(2002).Total synthesis of epothilone A through stereospecific epoxidation of the p-methoxybenzyl ether of epothilone C.Chem.-Eur. J.,8(16),3747-3756. |
| MLA | 刘志煜,et al."Total synthesis of epothilone A through stereospecific epoxidation of the p-methoxybenzyl ether of epothilone C".Chem.-Eur. J. 8.16(2002):3747-3756. |
入库方式： OAI收割
来源：上海有机化学研究所
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