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Issue 117, 2015
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Microwave-assisted telescoped cross metathesis-ring closing aza-Michael reaction sequence: step-economical access to nicotine–lobeline hybrid analogues

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Abstract

A series of 2,5-disubstituted pyrrolidines was synthesized through an efficient telescoped cross-metathesis/cyclizing aza-Michael addition involving N-heteroaromatic olefinic derivatives. This synthetic route was applied to the preparation of original nicotine–lobeline, nicotine–pelletierine and lobeline–nicotine–epibatidine hybrids.

Graphical abstract: Microwave-assisted telescoped cross metathesis-ring closing aza-Michael reaction sequence: step-economical access to nicotine–lobeline hybrid analogues

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Publication details

The article was received on 09 Oct 2015, accepted on 03 Nov 2015 and first published on 06 Nov 2015


Article type: Communication
DOI: 10.1039/C5RA20930G
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RSC Adv., 2015,5, 96720-96724
  • Open access: Creative Commons BY license
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    Microwave-assisted telescoped cross metathesis-ring closing aza-Michael reaction sequence: step-economical access to nicotine–lobeline hybrid analogues

    E. Drège, J. Oko, P.-E. Venot, N. Gigant and D. Joseph, RSC Adv., 2015, 5, 96720
    DOI: 10.1039/C5RA20930G

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