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
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Sprache:	eng
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creator	Wang, Wei Xiong, Qin Gong, Liang Wang, Yingwei Liu, Jie Lan, Yu Zhang, Xia
description	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.
doi_str_mv	10.1021/acs.orglett.0c01836
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Lett</addtitle><date>2020-07-17</date><risdate>2020</risdate><volume>22</volume><issue>14</issue><spage>5479</spage><epage>5485</epage><pages>5479-5485</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><abstract>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. 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title	Regio- and Enantioselective Palladium-Catalyzed Asymmetric Allylation of N‑Fluorenyl Trifluoromethyl Imine
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