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Studies On The Catalytic Asymmetirc Hydrogenation Of α-Substituted Aldimines By Combination Of Iron And Chiral Br(o|")nsted Acid Catalysis

Posted on:2017-04-17Degree:MasterType:Thesis
Country:ChinaCandidate:Y H SunFull Text:PDF
GTID:2271330488487221Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Optically pure chiral amines are important blocks and key molecular targets in synthetic drugs, pesticides and spices. Therefore, It is very significant to develop an efficient method to synthesis the enantiomercially pure amine. Owing to the asymmetric hydrogenation of imine have high atom economy, high activity and enantioselectivity and post-processing simple, has become one of the most important methods to synthesis of chiral imines. At the same time it received widespread concern in academia and industry and be committed to research. Currently, the catalyst research focuses on rare and precious metals. But the problem of the high cost and toxicity of heavy metals can not be ignored. Therefore, the study of economic development and environmentally friendly alternative catalyst is a great remedy to noble metal catalyst.This paper is made of two chapters:The first chapter reviews the recent research progress in the reaction of asymmetric reduction of a-substituted aldimine. The main contents include two parts. Firstly we reviewed the research progress of chiral phosphoric acid as catalyst in the asymmetric transfer hydrogenation of imine. Secondly we reviewed the development of chiral transition metal catalyst in the asymmetric hydrogenation of imine.In second chapter we use the chiral phosphoric acid and metal-catalyzed organic iron complex collaborative strategy realizing the asymmetric hydrogenation of a-substitu ted aldimine. In this study, we use the chiral phosphoric acid to activation substrate and control the chirality of the product. Knolker iron complex react with the activated animine substrate, generating the corresponding chiral amine product. This study is the first one which using a chiral phosphoric acid catalyst and non-chiral transition metal catalyst to achieve a-substituted aldimine asymmetric hydrogenation, which paved a new way for the efficient synthesis of P-chiral amine.
Keywords/Search Tags:α-substituted aldimine, β-chiral amine, asymmetric transfer hydrog- enation, chiral phosphoric acid, transition metal catalyst
PDF Full Text Request
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