2832-92-0Relevant articles and documents
Synthesis of tertiary alkyl amines from terminal alkenes: Copper-catalyzed amination of alkyl boranes
Rucker, Richard P.,Whittaker, Aaron M.,Dang, Hester,Lalic, Gojko
, p. 6571 - 6574 (2012/06/15)
A method for highly selective anti-Markovnikov hydroamination of terminal alkenes is reported. The one-pot procedure involves hydroboration of the alkene followed by a novel electrophilic amination of the alkyl borane catalyzed by an NHC-Cu complex. Terminal alkenes are successfully transformed into tertiary alkyl amines in the presence of a variety of functional groups in yields ranging from 80 to 97% with excellent regioselectivity. Results of a preliminary study of the reaction mechanism are also described.