As for this invention, general system [II]:(In formula, as for R hydrogen atom or protective group of amino group is displayed.)So the annular ketone compound which is shown, (A) under existing of optical active okisazabororijin chemical compound and boron hydride chemical compound, or (B) the general system [I] which features the asymmetrical transition metal complex which from transition metal chemical compound and the asymmetrical ligand is obtained and that it restores asymmetrically under existing of the hydrogen donor:(In formula, as for sign equality meaning with the description above is displayed.)So it regards the manufacturing method and particular chemical compound of the optical active annular alcoholic compound which is shown.本発明は、一般式[II]:〔式中、Rは水素原子又はアミノ基の保護基を表す。〕で示される環状ケトン化合物を、(A)光学活性オキサザボロリジン類化合物及び水素化ホウ素類化合物の存在下、或いは(B)遷移金属化合物と不斉配位子とから得られる不斉遷移金属錯体と水素供与体との存在下で不斉還元することを特徴とする一般式[I]:〔式中、記号は前記と同一意味を表す。〕で示される光学活性環状アルコール化合物の製法及び当該化合物に関する。