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Regio- and Enantioselective Iridium-Catalyzed N-Allylation of Indoles and Related Azoles with Racemic Branched Alkyl-Substituted Allylic Acetates.

Seung Wook KimTabitha T SchemppJason R ZbiegCraig E StivalaMichael J Krische
Published in: Angewandte Chemie (International ed. in English) (2019)
Cyclometallated π-allyliridium C,O-benzoates modified with (S)-tol-BINAP, which are stable to air, water, and SiO2 , catalyze highly enantioselective N-allylations of indoles and related azoles. This reaction complements previously reported metal-catalyzed indole allylations in that complete levels of N versus C3 and branched versus linear regioselectivity are observed.
Keyphrases
  • room temperature
  • neural network
  • visible light