Issue 117, 2015

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

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

Supplementary files

Article information

Article type
Communication
Submitted
09 Oct 2015
Accepted
03 Nov 2015
First published
06 Nov 2015
This article is Open Access
Creative Commons BY license

RSC Adv., 2015,5, 96720-96724

Author version available

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

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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