In recent years, the development of chiral auxiliaries has been attrac
ting much attention. Although many of these are usually derived from n
atural chiral compounds, limitations in their structural modification
are sometimes an obstacle to achieve an efficient asymmetric process.
This problem would be solved by using non-natural chiral compounds due
to their two favorable characteristics in contrast to natural product
s and their derivatives: 1) Both enantiomers are readily available and
can be used in asymmetric reactions. 2) The structure can be freely d
esigned. In the preparation of well-designed, non-natural chiral auxil
iaries, the optical resolution of their racemic modifications is thoug
ht to be one of the most practical methods. In this context, the devel
opment of an efficient method for the optical resolution of a racemic
modification is considered to be essential. We have been carrying out
a study which was coherent with the design, optical resolution, and ap
plication of non-natural chiral auxiliaries. In this review we would l
ike to describe our recent results concerning the development of new n
on-natural chiral auxiliaries as well as their application to asymmetr
ic syntheses.