Enantioselective Decarboxylative Amination: Synthesis of Axially Chiral Allenyl Amines

Authors

  • Baoqiang Wan,

    1. State Key Laboratory of Organometallic Chemistry, Shanghai, Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032 (P.R. China)
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  • Prof. Dr. Shengming Ma

    Corresponding author
    1. State Key Laboratory of Organometallic Chemistry, Shanghai, Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032 (P.R. China)
    2. Shanghai Key Laboratory of Green Chemistry and Chemical Process, Department of Chemistry, East China Normal University, 3663 North Zhongshan Lu, Shanghai 200062 (P.R. China)
    • State Key Laboratory of Organometallic Chemistry, Shanghai, Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032 (P.R. China)

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  • Financial support from the National Natural Science Foundation of China (21232006) and the Major State Basic Research and Development Program (2011CB808700) is greatly appreciated. We thank Minyan Wang from our research group for reproducing the results for compounds 2 i, (S)-2 d, and (S)-2 v.

Abstract

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Auf Achse: Die Synthese der funktionalisierten Titelamine verläuft über eine enantioselektive palladiumkatalysierte Decarboxylierung von Allenyl-N-tosylcarbamaten. Die Reaktion führt mit den chiralen Liganden (S)- ebenso wie (R)-DTBM-Segphos (L) hoch enantioselektiv und in guten Ausbeuten zu den Allenylaminen. dba=Dibenzylidenaceton, DME=Dimethoxyethan, DMF=N,N-Dimethylformamid, Ts=Tosyl.

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