The synthesis of a variety of novel chiral annulated and C₂-symmteric cyclopentadienyl ligands and the formation of a novel titanocene complex is described. Chapter 1 provides an introduction to the research, outlining the methodology and stating the aims of the project. A literature review of chiral annulated Cyclopentadienyl ligands and the use of Group IV metallocenes as chiral catalysts is in asymmetric synthesis is discussed. Chapter two deals with the development of a chiral double Michael addition reaction, via the synthesis of 4-substituted chiral cyclopentenones, the products of which are intended for use as chiral Cyclopentadienyl ligands. Chapter three introduces a novel C₂-symmetric ligand design, and the synthesis thereof, whilst chapter 4 presents the complexation of the novel C₂-symmetric ligand to form a titanocene complex. Experimental details are given in chapter 5.