ABSTRACT

References .......................................................................................................................... 754

Nonracemic chiral amines are an important, but not easily prepared, class of organic

molecules. In addition to their value as building blocks for the preparation of pharmaceutical

and agrochemical end products (Figure 31.1) [1], they are increasingly used as ligands for

asymmetric catalysis [2] and resolving agents for crystallization. As with the manufacture on

scale of many fine chemicals, the current trend is to develop catalytic processes for their

production, thereby eliminating the need for the stoichiometric use of reagents that is both

expensive and environmentally unattractive. Both chemo-and biocatalytic approaches to the

preparation of nonracemic chiral amines are currently being explored, with the former relying

to a large extent upon technologies based on the asymmetric hydrogenation of imines [3,4]. In

terms of biocatalysis there are essentially three distinct routes by which optically active amines

can be prepared: (i) kinetic resolutions of the corresponding racemates, including dynamic

kinetic resolution processes; (ii) asymmetric transamination of ketone precursors; and (iii)

deracemization reactions. The aim of this chapter is to highlight the various approaches that

are being investigated and provide some examples of different routes by which optically

active amines can be prepared. The application of some of these routes for the preparation

of chiral amines at industrial scale is also discussed with relevant examples [5].