C–H functionalization enabled stereoselective Ugi-azide reaction to α-tetrazolyl alicyclic amines. Issue 15 (17th July 2018)

• Record Type: Journal Article
• Authors: Haldar, Surajit; Saha, Subhajit; Mandal, Sumana; Jana, Chandan K.
• Is Part Of: Green chemistry. Volume 20:Issue 15(2018)
• Page Start: 3463
• Page End: 3467
• Publication Date: 2018-07-17
• Subjects: Environmental chemistry -- Industrial applications -- Periodicals; Environmental management -- Periodicals; 660
• DOI: 10.1039/c8gc01544a
• Languages: English
• ISSNs: 1463-9262

Abstract

Abstract : An unprecedented stereoselective C–H functionalization enabled Ugi-azide (CH-Ugi-azide) reaction to access α-tetrazolyl alicyclic amines directly from N-heterocycles is reported. Abstract : An unprecedented stereoselective C(sp 3 )–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.