Organocatalytic Enantioselective Nucleophilic Addition of Indole Imine 5-Methides

01 December 2023, Version 1
This content is a preprint and has not undergone peer review at the time of posting.


Despite the enormous developments in the asymmetric transformations of indole imine methides (IIMs), the remote asymmetric induction involving IIMs remains challenging due to the spatial interaction requirement between the substrate and catalyst. Herein we report the first catalytic asymmetric nucleophilic addition to indole imine 5-methide (5-IIM), the only topological isomer of IIMs whose asymmetric addition remains unknown. Considering the challenging remote stereocontrol, high efficiency and respectable enantioselectivity were achieved, providing access to a range of enantioenriched indole-containing triarylmethanes.


asymmetric catalysis
indole imine methide
triaryl alkane

Supplementary materials

Supporting Information
Additional experimental and computational details, and spectroscopic data of all compounds


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