Event Information
Gold(I) and Platinum(II)-Catalyzed Hydroamination of Allenes
- Abstract:
The wide-spread occurrence of biologically active nitrogen-containing heterocycles and allylic amines inspired us to develop atom-economical methods for their syntheses.
Platinum(II) bis(phosphine) complexes catalyzed the intermolecular hydroamination of monosubstituted allenes with secondary alkylamines in good yield with selective formation of (E)-allylic amines. The scope of the protocol included aryl and alkyl monosubstituted allenes as well as a variety of both cyclic and acyclic secondary alkylamines.
A chiral bis(gold) phosphine complex catalyzed the stereoconvergent, intermolecular enantioselective hydroamination of chiral, racemic 1,3-disubstituted allenes with carbamates to form N-allylic carbamates in good to high yield with up to 92% ee. In addition, enantiopurity experiments suggested the nature of the catalytically active species changes with increasing concentration of N-allylic carbamate.
Ph.D. Dissertation Defense Examination Seminar
Departmental Seminar