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Open AccessFeature PaperArticle

Multi-Gram Synthesis of Enantiopure 1,5-Disubstituted Tetrazoles Via Ugi-Azide 3-Component Reaction

1
Dipartimento di Chimica e Chimica Industriale, Università degli Studi di Genova, Via Dodecaneso 31, 16146 Genoa, Italy
2
AnalytiCon Discovery GmbH, Hermannswerder Haus 17, 14473 Potsdam, Germany
*
Author to whom correspondence should be addressed.
Academic Editor: Cimarelli Cristina
Molecules 2018, 23(11), 2758; https://doi.org/10.3390/molecules23112758
Received: 5 October 2018 / Revised: 19 October 2018 / Accepted: 22 October 2018 / Published: 25 October 2018
(This article belongs to the Special Issue Multicomponent Reactions)
Tetrazoles have been widely studied for their biological properties. An efficient route for large-scale synthesis of 1,5-disubstituted tetrazoles (1,5-DTs) is presented. The strategy exploits a reductive approach to synthetize a cyclic chiral imine substrate which is then converted into the target product through an Ugi-azide three-component reaction (UA-3CR). The final products are equipped with additional functionalities which can be further elaborated for the generation of combinatorial libraries of enantiopure heterocycles. View Full-Text
Keywords: multicomponent reactions; Ugi-azide; chiral imines; tetrazoles; diversity-oriented synthesis multicomponent reactions; Ugi-azide; chiral imines; tetrazoles; diversity-oriented synthesis
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MDPI and ACS Style

Capurro, P.; Moni, L.; Galatini, A.; Mang, C.; Basso, A. Multi-Gram Synthesis of Enantiopure 1,5-Disubstituted Tetrazoles Via Ugi-Azide 3-Component Reaction. Molecules 2018, 23, 2758.

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