Issue 22, 2002
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Nitrilimine cycloadditions to MeOPEG-bounded alkenyl dipolarophiles

Luisa Garanti,*a   Giorgio Moltenia  and  Pietro Casatia  

* Corresponding authors

a Dipartimento di Chimica Organica e Industriale, Università di Milano, via Golgi 19, 20133 Milano, Italy

Abstract

Base treatment of hydrazonoyl chloride 2 with MeOPEG-supported acrylates 1 and acrylamides 5 gave the corresponding MeOPEG-supported 4,5-dihydropyrazoles 3 and 6. Basic hydrolysis of the cycloadducts caused the removal of the MeOPEG pendant giving 5-carboxy- or 5-aminocarbonyl-4,5-dihydropyrazoles 7 and 8, respectively. Cycloaddition between 2 and enantiopure MeOPEG-supported acrylamide 10 gave a mixture of MeOPEG-supported cycloadducts 11 and 12 with low diastereoselectivity.

Graphical abstract: Nitrilimine cycloadditions to MeOPEG-bounded alkenyl dipolarophiles

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Article information

DOI
https://doi.org/10.1039/B206629G
Article type
Paper
Submitted
10 Jul 2002
Accepted
09 Sep 2002
First published
24 Oct 2002

J. Chem. Soc., Perkin Trans. 1, 2002, 2504-2508

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Nitrilimine cycloadditions to MeOPEG-bounded alkenyl dipolarophiles

L. Garanti, G. Molteni and P. Casati, J. Chem. Soc., Perkin Trans. 1, 2002, 2504 DOI: 10.1039/B206629G

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