Issue 9, 2002
From the journal:

Chemical Communications

One pot synthesis of nitrogen-containing polycyclic δ-lactones by double nucleophilic addition of bis(trimethylsilyl)ketene acetals to pyridines†

Henri Rudler,*a   Bernard Denise,a   Andrée Parliera  and  Jean-Claude Daranb  

* Corresponding authors

a Laboratoire de Synthèse Organique et Organométallique, UMR 7611, Université Pierre et Marie Curie, 4, place Jussieu, Paris cedex 05, France
E-mail: rudler@ccr.jussieu.fr
Fax: +330144275504
Tel: +330144275092

b Laboratoire de Chimie de Coordination, Université Paul Sabatier, 205 Route de Narbonne, Toulouse cedex 04, France

Abstract

Pyridine and bis(TMS)ketene acetals (TMS = trimethylsilyl) react successively with methylchloroformate and iodine (or peracids) to give, via functionalized dihydropyridines, bicyclic nitrogen-containing lactones which have been characterized by X-ray crystallography.

Graphical abstract: One pot synthesis of nitrogen-containing polycyclic δ-lactones by double nucleophilic addition of bis(trimethylsilyl)ketene acetals to pyridines

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Article information

DOI
https://doi.org/10.1039/B201780F
Article type
Communication
Submitted
18 Feb 2002
Accepted
13 Mar 2002
First published
28 Mar 2002

Chem. Commun., 2002, 940-941

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One pot synthesis of nitrogen-containing polycyclic δ-lactones by double nucleophilic addition of bis(trimethylsilyl)ketene acetals to pyridines

H. Rudler, B. Denise, A. Parlier and J. Daran, Chem. Commun., 2002, 940 DOI: 10.1039/B201780F

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