Development Of Chiral Aromatic Pyridoxamine Catalysts And Their Biomimetic Studies On Asymmetric Transamination Of ?-ketoacid | Posted on:2019-01-14 | Degree:Master | Type:Thesis | Country:China | Candidate:C K Hou | Full Text:PDF | GTID:2351330548958268 | Subject:Organic Chemistry | Abstract/Summary: | PDF Full Text Request | Amino acids are a very important class of organic compounds that are widely found in various drugs and natural products.The biomimetic asymmetric transamination developed by mimicking vitamin B6 transamination in organisms is a very attractive method for the synthesis of chiral amino acids.Therefore,we have developed a new type of axisymmetric pyridoxamine catalyst based on the tetrahydronaphthol skeleton,and this catalyst has been applied to the asymmetric transamination of ?-keto acids.And we developed a simple and effective method for the synthesis of ?-terminal diamine acid based on transamination reaction.The research work of this paper is mainly divided into the following two parts:(1)A new type of chiral biaryl pyridoxamine catalyst based on tetrahydronaphthol has been developed.The catalyst exhibits good activity and asymmetric selectivity in the asymmetric transamination of ?-keto acids(61%-98% yield,up to 91% ee),and use this catalyst to expand a range of substrates.(2)Based on the asymmetric transamination reaction,a simple and effective method for the synthesis of ?-terminal diamine acid was developed,and several types of substrates were initially synthesized using this synthesis method.All showed good yields and no Symmetrical selectivity(76-85% yield,up to 90% ee). | Keywords/Search Tags: | Amino acid, Transamidation, Pyridoxamine, ?-keto acid, ?-Diamino acid, Chirality | PDF Full Text Request | Related items |
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