Regio- and Enantioselective Palladium-Catalyzed Asymmetric Allylation of N-Fluorenyl Trifluoromethyl Imine.,Organic Letters

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Regio- and Enantioselective Palladium-Catalyzed Asymmetric Allylation of N-Fluorenyl Trifluoromethyl Imine.
Organic Letters ( IF 4.9 ) Pub Date : 2020-06-30 , DOI: 10.1021/acs.orglett.0c01836
Wei Wang _{1,

2} , Qin Xiong _{3,

4} , Liang Gong ₁ , Yingwei Wang ₁ , Jie Liu ₁ , Yu Lan _{3,

4} , Xia Zhang ₁

Affiliation

A palladium-catalyzed asymmetric allylation of N-fluorenyl trifluoromethyl imine with allylic acetates is disclosed. This method provides scalable and efficient access to polysubstituted chiral α-trifluoromethyl amines bearing two adjacent stereocenters and one allyl group in high yields with excellent regio-, diastereo-, and enantioselectivity. Importantly, this method also provides a powerful strategy for the synthesis of both regioisomeric products and the regioselectivity is controlled by the chiral catalysts and optically active substrates.

中文翻译：

N-氟烯基三氟甲基亚胺的区域和对映体选择性钯催化的不对称烯丙基化。

公开了N-芴基三氟甲基亚胺与烯丙基乙酸酯的钯催化的不对称烯丙基化。该方法提供了可扩展且有效的途径，以高收率获得具有两个相邻的立体中心和一个烯丙基的多取代的手性α-三氟甲基胺，具有极好的区域，非对映异构和对映选择性。重要的是，该方法还为区域异构产物的合成提供了强有力的策略，并且区域选择性由手性催化剂和光学活性底物控制。

更新日期：2020-07-17

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