Issue 19, 2008
From the journal:

Organic & Biomolecular Chemistry

Catalytic asymmetric synthesis of the alkaloid (+)-myrtine†

Maria Gabriella Pizzuti,a   Adriaan J. Minnaard*a  and  Ben L. Feringa*a  

* Corresponding authors

a Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, Groningen, AG, The Netherlands
E-mail: B.L.Feringa@rug.nl, A.J.Minnaard@rug.nl
Fax: +31 50 363 4296
Tel: +31 50 363 4278

Abstract

A new protocol for the asymmetric synthesis of trans-2,6-disubstituted-4-piperidones has been developed using a catalytic enantioselective conjugate addition reaction in combination with a diastereoselective lithiation–substitution sequence; an efficient synthesis of (+)-myrtine has been achieved via this route.

Graphical abstract: Catalytic asymmetric synthesis of the alkaloid (+)-myrtine

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Article information

DOI
https://doi.org/10.1039/B807575A
Article type
Communication
Submitted
06 May 2008
Accepted
25 Jul 2008
First published
19 Aug 2008

Org. Biomol. Chem., 2008,6, 3464-3466

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Catalytic asymmetric synthesis of the alkaloid (+)-myrtine

M. G. Pizzuti, A. J. Minnaard and B. L. Feringa, Org. Biomol. Chem., 2008, 6, 3464 DOI: 10.1039/B807575A

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