本論文研究包含三個部份：第一部份是利用1,1’-聯-2-萘酚(BINOL)作為掌性配位基與鋁離子形成錯合物催化芳香酮的不對稱硼烷還原反應研究；第二部份是利用1,1’-聯-2-萘酚(BINOL)作為掌性配位基與銦離子形成錯合物催化醛類的不對稱烯丙基化反應研究；第三部份是利用1,1’-聯-2-萘酚(BINOL)作為掌性配位基與銦離子形成錯合物催化芳香酮的不對稱矽烷還原反應研究。

ㄧ、在不對稱硼烷還原反應方面，利用BINOL作為掌性配位基與Al(OiPr)3組成催化系統還原芳香酮類，反應過程方便快速，最高可獲得83%的鏡像超越值，我們也推測了可能的反應機構並用以解釋所得產物的立體化學組態。

二、在不對稱烯丙基化反應方面，以BINOL作為掌性配位基與三溴化銦形成的錯合物，可以催化烯丙基三甲氧基矽烷對醛類化合物的加成反應，得到的二級醇產物具有中等鏡像選擇性，最高可獲得58%的鏡像超越值。

三、在不對稱矽烷還原反應方面，以BINOL作為掌性配位基與In(OTf)3形成的錯合物，用在催化三甲氧基矽烷對芳香酮化合物的還原反應中，所得的二級醇產物只有偏低的鏡像選擇性；由反應機構的推導我們認為若是可以除去反應中的矽鹵化物，有機會改善還原反應的立體選擇性。

The studies on the asymmetric reactions of aldehydes or ketones catalyzed by Aluminum(III) or Indium(III) complexes with 1,1’-Bi-2-naphthol (BINOL) as chiral ligand are described. This thesis consists of three parts. The first part is concerned with catalytic asymmetric borane reduction of aromatic ketones. Up to 83% ee could be obtained with 10 mol% Al(OiPr)3/BINOL2 complex as catalyst. The second part is about catalytic asymmetric allylation of aldehydes by allyltrimethoxysilane. Moderate yields and ees could be achieved with InBr3/BINOL complex as catalyst. In the third part, In(OTf)3/BINOL was conducted into the asymmetric silane reduction of aromatic ketones as catalyst, and only low ees could be obtained. Modification based on the reaction mechanism has been proposed to improve the enantioselectivity.

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