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1,1'-聯-2-萘酚與鋁或銦離子形成之錯合物催化醛或酮的不對稱反應研究
Dissertation

1,1'-聯-2-萘酚與鋁或銦離子形成之錯合物催化醛或酮的不對稱反應研究

傅怡評
Doctor of Philosophy (PHD), 國立清華大學, 化學系
2005

Abstract

不對稱 催化 聯萘酚 Indium asymmetric catalytic Aluminum BINOL
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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