Regio- and Enantioselective Palladium-Catalyzed Asymmetric Allylation of N‑Fluorenyl Trifluoromethyl Imine

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 excell...

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Veröffentlicht in:Organic letters 2020-07, Vol.22 (14), p.5479-5485
Hauptverfasser: Wang, Wei, Xiong, Qin, Gong, Liang, Wang, Yingwei, Liu, Jie, Lan, Yu, Zhang, Xia
Format: Artikel
Sprache:eng
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Zusammenfassung: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c01836