Chiral Phosphoric Acid-Catalyzed Enantioselective Construction of 2,3-Disubstituted Indolines - Archive ouverte HAL
Article Dans Une Revue Organic Letters Année : 2021

Chiral Phosphoric Acid-Catalyzed Enantioselective Construction of 2,3-Disubstituted Indolines

Résumé

Highly enantio- and regioselective (3 + 2) formal cycloaddition of β-substituted ene- and thioenecarbamates as well as cyclic enamides with quinone diimides catalyzed by a BINOL- and SPINOL-derived phosphoric acid is reported. A wide variety of 2,3-disubstituted 2-aminoindolines, including polycyclic ones, were prepared in generally high yields (up to 98%) with moderate to complete diastereoselectivities and in most cases excellent enantioselectivities (up to 99% ee).
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Dates et versions

hal-03238222 , version 1 (27-07-2021)

Identifiants

Citer

Wei-Yang Ma, Coralie Gelis, Damien Bouchet, Pascal Retailleau, Xavier Moreau, et al.. Chiral Phosphoric Acid-Catalyzed Enantioselective Construction of 2,3-Disubstituted Indolines. Organic Letters, 2021, 23 (2), pp.442-448. ⟨10.1021/acs.orglett.0c03947⟩. ⟨hal-03238222⟩
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