Date on Master's Thesis/Doctoral Dissertation


Document Type

Doctoral Dissertation

Degree Name

Ph. D.



Committee Chair

Hammond, Gerald B.

Author's Keywords

Gold catalysis; Gold catalyzed hydration; Fluorine chemistry; Flurohydrin; Functionalized hydration; Metal-fluorine intermediate


Fluorine compounds--Synthesis; Catalysts


Our research activities are based on the catalytic systems that provide resource-saving synthetic methodologies through gold-catalyzed reactions of alkynes and alkenes. We have worked on three applications: i) an effective and straightforward hydration of 3-alkynoates catalyzed by gold (III); this mild and atom-economical method can be used effectively with a wide range of substrates with high regioselectivity; ii) an efficient monofluorination of allyl silanes using Selectfluor has been achieved without gold catalysts; iii) a fluorine-enabled cationic metal species, generated by fluorination of a low valence gold(l) complex, catalyzed the hydration of alkynes to give a-substituted-a-fluoroketones in one pot under mild conditions. The latter allowed a diverse range of fluorine building blocks or targets to be made available using tools that are amenable in combinatorial or parallel synthesis conditions in drug discovery laboratories or process chemistry.