Phosphorus (V) Stereochemistry and Industrial Applications

This chapter offers a comprehensive overview of stereogenic phosphorus compounds, which are molecules that feature a chiral center on the P-atom. As highly sought-after motifs in the pharmaceutical and materials industries—but not limited to—this treatise seeks to animate this fact with notable discoveries and applications in the field. While extensive methodology exists related to P(III) chirality, we will limit the discussion to P(V) in this chapter. Part 1 covers different synthetic strategies employed for accessing P(V) chiral molecules, including chiral separation, direct optical resolution, the use of chiral auxiliaries, chiral stoichiometric reagents, and recent discoveries in catalytic and enantioselective synthesis. Part 2 focuses on the historical significance of P(V) in therapeutics and introduces the applications of limonene-based P(V) reagents, Ψ and П. Finally, part 3 presents an overview of the utility of chiral P(V) compounds in the pharmaceutical industry and illustrates applications of the synthetic techniques discussed in the chapter to access clinical candidates containing these stereocenters.