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Organocatalytic regio- and enantioselective C1-arylation of β,γ-alkynyl-α-imino esters with pyrrolo[2,1- a ]isoquinolines.

Xuan ZhangXiaoxiao SongQijian Ni
Published in: Chemical communications (Cambridge, England) (2023)
We herein report regio- and enantioselective arylation of β,γ-alkynyl-α-imino esters with pyrroloisoquinolines. Using chiral phosphoric acid catalysts, a wide range of novel axially chiral tetrasubstituted α-amino allenoates were accessed in good yields with excellent enantioselectivities. Notably, this transformation occurred preferentially at the sterically more hindered C1-position of pyrroloisoquinolines. The potential scalability and late-stage functionalization demonstrated the utility of the current protocol.
Keyphrases
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