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Two complementary strategies for the synthesis of optically active fluorine-containing building blocks have been probed. The first strategy involves either the enzymatic resolution of fluorinated alpha,alpha-disubstituted -alpha-amino acid amides, or the asymmetric hydrogenation of fluorinated clehydroamino acids. The second strategy involves the transition metal-catalyzed introduction of fluorine-containing substituents onto olefin- or acetylene-containing alpha-H-alpha-amino acids. These amino acids in turn are made optically active by enzymatic resolution of the corresponding amides.

Chemo-Enzymatic Synthesis of Chiral Fluorine-Containing Building Blocks