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.

 
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