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
Hauptverfasser: Zhang, Qinglong, Yu, Huimin, Shen, Lulu, Tang, Tianhua, Dong, Dongfang, Chai, Weiwei, Zi, Weiwei
Format: Artikel
Sprache:eng
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Zusammenfassung: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.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.9b07600