Catalytic enantioselective synthesis of tertiary propargylic alcohols: Al-catalyzed asymmetric alkylation of pyridyl-ynones with dialkylzinc reagents.

General and efficient methods for catalytic enantioselective synthesis of tertiary alcohols prepared by the addition of C-Metal nucleophiles to ketones. Chapter One. An overview of asymmetric additions to ketones using various C-Metal nucleophiles, including the addition of alkynyl, alkyl, vinyl and dienyl, aryl, and allyl based nucleophiles. Chapter Two. Development of a catalytic enantioselective method for the addition of Et2Zn to pyridyl-ynones using easily modifiable salicyl-based amino acid ligands. Chapter Three. Development of a catalytic enantioselective method for the addition of Me2Zn to pyridyl-ynones using easily modifiable salicyl-based amino acid ligands. Functionalizations of pyridyl-propargyl alcohols including but not limited to: reductions, rearrangements and chiral allene formation.