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樟腦衍生之β-胺基硫醇 (-)-MITS 為掌性配位基催化有機鋅試劑對醛與酮的不對稱加成反應
Thesis

樟腦衍生之β-胺基硫醇 (-)-MITS 為掌性配位基催化有機鋅試劑對醛與酮的不對稱加成反應

許家榕
Masters, 國立清華大學, 化學系
2010

Abstract

樟腦 胺基硫醇 芳香化 不對稱加成 camphor amino-thiol arylation asymmetric addition
This thesis reports the application of β-amino thiol (-)-MITS, prepared from (+)-camphorsulfonic acid, in catalytic asymmetric addition reactions of arylzincs to carbonyl group. Using 5mol% of (-)-MITS for the addition of phenylzinc to aldehydes to construct (R)-diarylmethanol with high yields (up to 99%) and ee values (up to 96%). The addition of aryllzincs to benzaldehyde afforded (S)-diarylmethanol with high yields (up to 99%) and ee values (up to 86%). Treatment of arylethanones with phenylzinc in the presence of 10 mol% (-)-MITS afforded (R)-diarylethanol with up to 51% yields and up to 79% ee.

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