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通过铑催化的不对称氢化高效合成手性α-三氟甲基胺。

Highly efficient synthesis of chiral α-CF3 amines via Rh-catalyzed asymmetric hydrogenation.

作者信息

Jiang Jun, Lu Wenxin, Lv Hui, Zhang Xumu

机构信息

Key Laboratory of Biomedical Polymers of Ministry of Education & College of Chemistry and Molecular Sciences, Wuhan University , Wuhan, Hubei 430072, People's Republic of China.

出版信息

Org Lett. 2015 Mar 6;17(5):1154-6. doi: 10.1021/acs.orglett.5b00087. Epub 2015 Feb 16.

Abstract

Highly enantioselective catalytic asymmetric hydrogenation of α-CF3-enamides has been achieved by employing rhodium-DuanPhos as the catalyst, which provides a readily accessible method for the synthesis of chiral trifluoromethylated amines. The reaction has a broad substrate scope; both aryl- and alkyl-substituted α-CF3-enamides worked smoothly and afford the corresponding chiral amines in high yields and excellent enantioselectivities (up to 99% ee).

摘要

通过使用铑-段氏膦作为催化剂,实现了α-三氟甲基烯酰胺的高度对映选择性催化不对称氢化反应,这为手性三氟甲基化胺的合成提供了一种易于实现的方法。该反应具有广泛的底物范围;芳基和烷基取代的α-三氟甲基烯酰胺均能顺利反应,并以高收率和优异的对映选择性(高达99% ee)得到相应的手性胺。

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