4.4 Article

Zinc-mediated enantioselective addition of terminal 1,3-diynes to N-arylimines of trifluoropyruvates

Journal

TETRAHEDRON
Volume 68, Issue 37, Pages 7663-7669

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2012.05.086

Keywords

Diynylation; Propargylamines; Addition; Enantioselectivity; Ketimines

Funding

  1. NSFC [20902067, 20972110]
  2. Ministry of Education of China

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A facile and effective enantioselective addition of terminal 1,3-diynes to acyclic alpha-CF3 ketimine esters has been developed by using zinc/Binol complexes. The reaction works well with a variety of aromatic-, aliphatic- and silyl-substituted diynes, providing the desired products in up to 97% yield and 97% enantiomeric excess. (C) 2012 Published by Elsevier Ltd.

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