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Issue 2, 2014
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Diastereoselective synthesis of epoxide-fused benzoquinolizidine derivatives using intramolecular domino aza-Michael addition/Darzens reaction

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Abstract

An efficient and diastereoselective strategy based on an intramolecular domino aza-Michael/Darzens reaction to synthesize epoxide-fused benzoquinolizidines has been described. Three bonds (1 C–C, 1 C–N and 1 C–O), three rings and three chiral centers can be constructed in a single pot under very mild conditions. All the products were isolated in only one diastereomer with 40–80% yields.

Graphical abstract: Diastereoselective synthesis of epoxide-fused benzoquinolizidine derivatives using intramolecular domino aza-Michael addition/Darzens reaction

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Publication details

The article was received on 16 Oct 2013, accepted on 30 Oct 2013 and first published on 30 Oct 2013


Article type: Communication
DOI: 10.1039/C3OB42068J
Citation: Org. Biomol. Chem., 2014,12, 265-268
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    Diastereoselective synthesis of epoxide-fused benzoquinolizidine derivatives using intramolecular domino aza-Michael addition/Darzens reaction

    J. Guo, X. Sun and S. Yu, Org. Biomol. Chem., 2014, 12, 265
    DOI: 10.1039/C3OB42068J

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