Efficient Syntheses of Korupensamines A, B and Michellamine B by Asymmetric Suzuki-Miyaura Coupling Reactions | |
Xu GQ(徐广庆)1; Fu WZ(付文振)1; Liu GD(刘国都)1; SENANAYAKE CHRIS H1; Tang WJ(汤文军)1 | |
刊名 | J. Am. Chem. Soc. |
2014 | |
卷号 | 136期号:2页码:570-573 |
其他题名 | 通过不对称Suzuki-Miyaura偶联高效合成Korupensamine A,B, 以及 Michellamine B |
通讯作者 | 汤文军 |
英文摘要 | Efficient asymmetric Suzuki-Miyaura coupling reactions are employed for the first time in total syntheses of chiral biaryl natural products korupensamine A and B in combination with an effective diastereoselective hydrogenation, allowing ultimately a concise and stereoselective synthesis of michellamine B. Chiral monophosphorus ligands L1-3 are effective for the syntheses of a series of functionalized chiral biaryls by asymmetric Suzuki-Miyaura coupling reactions in excellent yields and enantioselectivities (up to 99% ee). The presence of a polar-pi interaction between the highly polarized BOP group and the extended pi system of arylboronic acid coupling partner is believed to be important for the high enantioselectivity. |
学科主题 | 金属有机化学 |
收录类别 | SCI |
原文出处 | http://dx.doi.org/10.1021/ja409669r |
语种 | 英语 |
内容类型 | 期刊论文 |
源URL | [http://ir.sioc.ac.cn/handle/331003/39002] |
专题 | 上海有机化学研究所_金属有机化学国家重点实验室 |
作者单位 | 1.中科院上海有机化学研究所 2.美国勃林格殷格翰制药公司 |
推荐引用方式 GB/T 7714 | Xu GQ,Fu WZ,Liu GD,et al. Efficient Syntheses of Korupensamines A, B and Michellamine B by Asymmetric Suzuki-Miyaura Coupling Reactions[J]. J. Am. Chem. Soc.,2014,136(2):570-573. |
APA | 徐广庆,付文振,刘国都,SENANAYAKE CHRIS H,&汤文军.(2014).Efficient Syntheses of Korupensamines A, B and Michellamine B by Asymmetric Suzuki-Miyaura Coupling Reactions.J. Am. Chem. Soc.,136(2),570-573. |
MLA | 徐广庆,et al."Efficient Syntheses of Korupensamines A, B and Michellamine B by Asymmetric Suzuki-Miyaura Coupling Reactions".J. Am. Chem. Soc. 136.2(2014):570-573. |
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