2-Pyridonate titanium complexes for chemoselectivity. Accessing intramolecular hydroaminoalkylation over hydroamination

Org Lett. 2013 Dec 6;15(23):6002-5. doi: 10.1021/ol402890m. Epub 2013 Nov 13.

Abstract

Chemoselectivity of intramolecular hydroaminoalkylation over hydroamination has been achieved with a bis(3-phenyl-2-pyridonate) titanium complex. Primary aminoalkenes are selectively α-alkylated by C-H functionalization adjacent to nitrogen to access five- and six-membered cycloalkylamines with a good substrate-dependent diastereoselectivity of up to 19:1.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemistry
  • Alkylation
  • Amination
  • Catalysis
  • Combinatorial Chemistry Techniques
  • Cyclization
  • Molecular Structure
  • Organometallic Compounds / chemistry*
  • Pyridines / chemistry*
  • Titanium / chemistry*

Substances

  • Alkenes
  • Organometallic Compounds
  • Pyridines
  • Titanium