The present invention relates to a production method of optically active
hydrazine compound (IV), which includes reacting azo compound (II) with
compound (III) in the presence of optically active compound (I). The
present invention also relates to a production method of optically active
amine compound (V), which includes producing optically active hydrazine
compound (IV) by the above-mentioned method, reacting the optically
active hydrazine compound (IV) with a base or an acid to eliminate a
protecting group represented by PG, and then subjecting the resulting
compound to catalytic reduction or reacting the resulting compound with a
zinc powder to reduce a nitrogen-nitrogen bond. ##STR00001## wherein X
is S or O; C*, C** and C*** are asymmetric carbons, R.sup.1 and R.sup.2
are lower alkyl groups etc., R.sup.4 and R.sup.5 may in combination form
cyclohexane etc., R.sup.3 is aryl group optionally having substituent(s)
etc., R.sup.6 and R.sup.7 are hydrogen atoms etc., R.sup.8 is aryl group
optionally having substituent(s) etc., R.sup.9 and R.sup.10 are electron
withdrawing groups, and PG is a protecting group.