Carbene?Catalyzed Activation of Remote Nitrogen Atoms of (Benz)imidazole?Derived Aldimines for Enantioselective Synthesis of Heterocycles

نویسندگان

چکیده

A new mode of carbene-catalyzed heteroatom activation and asymmetric reactions is disclosed. The reaction starts with addition a carbene catalyst to (benz)imidazole-derived aldimine substrate. Subsequent oxidation proton transfer lead the formation catalyst-bound triaza-diene as key intermediate, in which nitrogen atom at site remote catalyst-substrate bond activated. This unusual intermediate then undergoes highly enantioselective activated ketones through concerted asynchronous pathway, supported by mechanistic studies preliminary density function theory calculation.

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ژورنال

عنوان ژورنال: Angewandte Chemie

سال: 2021

ISSN: ['1521-3773', '1433-7851', '0570-0833']

DOI: https://doi.org/10.1002/anie.202016506