Catalytic Asymmetric Electrochemical Oxidative Coupling of Tertiary Amines with Simple Ketones.

Org Lett

Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences , Beijing 100190, China.

Published: April 2017

AI Article Synopsis

  • A new method has been created for catalytic asymmetric electrochemical C-H functionalization of simple ketones.
  • This approach uses electrochemical oxidation paired with chiral primary amine catalysis, making it metal- and oxidant-free.
  • The process produces various C1-alkylated tetrahydroisoquinolines with high yields and excellent enantioselectivities under mild conditions.

Article Abstract

Catalytic asymmetric electrochemical C-H functionalization of simple ketones has been developed. The transformation is realized by the combination of electrochemical oxidation and chiral primary amine catalysis. This metal- and oxidant-free method furnishes diverse C1-alkylated tetrahydroisoquinolines in high yields and with excellent enantioselectivities under very mild conditions.

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http://dx.doi.org/10.1021/acs.orglett.7b00746DOI Listing

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