Diels–Alder reactions of 3-(1H-tetrazol-5-yl)-nitrosoalkenes: synthesis of functionalized 5-(substituted)-1H-tetrazoles

A general route to 1,2-oxazines and open chain oximes bearing a 1H-tetrazolyl substituent via DielseAlder reaction of 3-(tetrazol-5-yl)-nitrosoalkenes is reported. It was also demonstrated that reduction of these adducts followed by deprotection of the tetrazolyl group give 5-(1-aminoalkyl)-1H-tetra...

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Bibliographic Details
Main Author: Lopes, Susana M. M. (author)
Other Authors: Palacios, Francisco (author), Lemos, A. (author), Melo, Teresa M. V. D. Pinho e (author)
Format: article
Language:eng
Published: 2012
Subjects:
Online Access:http://hdl.handle.net/10400.1/1046
Country:Portugal
Oai:oai:sapientia.ualg.pt:10400.1/1046
Description
Summary:A general route to 1,2-oxazines and open chain oximes bearing a 1H-tetrazolyl substituent via DielseAlder reaction of 3-(tetrazol-5-yl)-nitrosoalkenes is reported. It was also demonstrated that reduction of these adducts followed by deprotection of the tetrazolyl group give 5-(1-aminoalkyl)-1H-tetrazoles, a-amino acid analogues.