ABSTRACT

Chiral auxiliaries have traditionally been used in the academic and small-scale synthetic arenas. This, in part, has been due to the infancy of chiral auxiliaries themselves in organic synthesis. Many of these chiral substrates have been developed only in the last 10-20 years, and their synthetic utility is only now being realized. Additionally, many chiral auxiliaries are difficult to prepare and handle at large scale. Only recently has their been considerable effort to produce large quantities of the auxiliaries. Another important consideration is the cost of the auxiliary compared with alternate methods such as resolution. The experimental reaction conditions for some of the more common chiral auxiliaries often call for specialized equipment and/or extreme temperature conditions. These factors, to date, have combined to limit the use of chiral auxiliaries on an industrial scale.