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Efficient Syntheses of Korupensamines A, B and Michellamine B by Asymmetric Suzuki-Miyaura Coupling Reactions
Alternative Title通过不对称Suzuki-Miyaura偶联高效合成Korupensamine A,B, 以及 Michellamine B
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
2014
Source PublicationJ. Am. Chem. Soc.
Volume136Issue:2Pages:570-573
AbstractEfficient 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.
Subject Area金属有机化学
DOI10.1021/ja409669r
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Indexed BySCI
Language英语
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Document Type期刊论文
Identifierhttp://ir.sioc.ac.cn/handle/331003/39002
Collection金属有机化学国家重点实验室
Corresponding AuthorTang WJ(汤文军)
Affiliation1.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
Recommended Citation
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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