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C–H functionalization enabled stereoselective Ugi-azide reaction to α-tetrazolyl alicyclic amines

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Abstract

An unprecedented stereoselective C(sp3)–H functionalization enabled Ugi-azide (CH-Ugi-azide) reaction is reported. This novel reaction produces α-tetrazolyl N-heterocycles directly from N-heterocycles without involving pre-functionalization/pre-oxidation steps. Importantly, the stereoselective reaction involving chiral amines or chiral isocyanides allowed the expeditious syntheses of nucleoside analogs and α-tetrazolyl pyrrolidine in enantioenriched form.

Graphical abstract: C–H functionalization enabled stereoselective Ugi-azide reaction to α-tetrazolyl alicyclic amines

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Publication details

The article was received on 17 May 2018, accepted on 09 Jul 2018 and first published on 09 Jul 2018


Article type: Communication
DOI: 10.1039/C8GC01544A
Citation: Green Chem., 2018, Advance Article
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    C–H functionalization enabled stereoselective Ugi-azide reaction to α-tetrazolyl alicyclic amines

    S. Haldar, S. Saha, S. Mandal and C. K. Jana, Green Chem., 2018, Advance Article , DOI: 10.1039/C8GC01544A

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