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Issue 53, 2015
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Copper(II)/amine synergistically catalyzed enantioselective alkylation of cyclic N-acyl hemiaminals with aldehydes

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Abstract

The first catalytic asymmetric alkylation of N-acyl quinoliniums with aldehydes has been described. A copper/amine synergistic catalytic system has been developed, allowing the addition of functionalized aldehydes to a wide range of electronically varied N-acyl quinoliniums in good yields with excellent enantiocontrol. The synergistic catalytic system was also effective for N-acyl dihydroisoquinoliniums and β-caboliniums, demonstrating the general applicability of the protocol in the enantioselective alkylation of diverse cyclic N-acyl hemiaminals.

Graphical abstract: Copper(ii)/amine synergistically catalyzed enantioselective alkylation of cyclic N-acyl hemiaminals with aldehydes

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Publication details

The article was received on 21 Apr 2015, accepted on 18 May 2015 and first published on 21 May 2015


Article type: Communication
DOI: 10.1039/C5CC03314D
Citation: Chem. Commun., 2015,51, 10691-10694

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    Copper(II)/amine synergistically catalyzed enantioselective alkylation of cyclic N-acyl hemiaminals with aldehydes

    S. Sun, Y. Mao, H. Lou and L. Liu, Chem. Commun., 2015, 51, 10691
    DOI: 10.1039/C5CC03314D

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