Stereodivergent Coupling of 1,3-Dienes with Aldimine Esters Enabled by Synergistic Pd and Cu Catalysis
Herein we describe the use of synergistic Pd and Cu catalysis for stereodivergent coupling reactions between 1,3-dienes and aldimine esters. By using different enantiomers of the two metal catalysts, all four stereoisomers of the coupling products, which have two vicinal stereocenters, could be acce...
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Veröffentlicht in: | Journal of the American Chemical Society 2019-09, Vol.141 (37), p.14554-14559 |
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container_title | Journal of the American Chemical Society |
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creator | Zhang, Qinglong Yu, Huimin Shen, Lulu Tang, Tianhua Dong, Dongfang Chai, Weiwei Zi, Weiwei |
description | Herein we describe the use of synergistic Pd and Cu catalysis for stereodivergent coupling reactions between 1,3-dienes and aldimine esters. By using different enantiomers of the two metal catalysts, all four stereoisomers of the coupling products, which have two vicinal stereocenters, could be accessed with high diastereo- and enantioselectivity. This atom-economical cross-coupling reaction has a wide substrate scope and good functional group tolerance. Our work highlights the power of synergistic catalysis for asymmetric coupling reactions involving Pd-hydride catalysts. |
doi_str_mv | 10.1021/jacs.9b07600 |
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Am. Chem. Soc</addtitle><date>2019-09-18</date><risdate>2019</risdate><volume>141</volume><issue>37</issue><spage>14554</spage><epage>14559</epage><pages>14554-14559</pages><issn>0002-7863</issn><eissn>1520-5126</eissn><abstract>Herein we describe the use of synergistic Pd and Cu catalysis for stereodivergent coupling reactions between 1,3-dienes and aldimine esters. By using different enantiomers of the two metal catalysts, all four stereoisomers of the coupling products, which have two vicinal stereocenters, could be accessed with high diastereo- and enantioselectivity. This atom-economical cross-coupling reaction has a wide substrate scope and good functional group tolerance. 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title | Stereodivergent Coupling of 1,3-Dienes with Aldimine Esters Enabled by Synergistic Pd and Cu Catalysis |
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