Chemoenzymatic synthesis and application of a new,easily chiral auxiliary for the synthesis of peptidomimetics via an Ugi reaction |
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| Institution: | 1. School of Business, East China University of Science and Technology, Shanghai 200237, China;2. Research Center for Econophysics, East China University of Science and Technology, Shanghai 200237, China;3. School of Sports Science and Engineering, East China University of Science and Technology, Shanghai 200237, China;4. Department of Mathematics, East China University of Science and Technology, Shanghai 200237, China |
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| Abstract: | A new chiral auxiliary derived from α-phenylethylamine, α-(2,4-dimethoxyphenyl)ethylamine is presented. It significantly expands upon the application of α-phenylethylamine derivatives used as chiral auxiliaries. A straightforward, chemoenzymatic synthesis of non-racemic α-(2,4-dimethoxyphenyl)ethylamine is described and the new chiral auxiliary applied to an asymmetric Ugi reaction. The mild conditions used for the cleavage of the auxiliary allowed to obtain chiral, non-racemic peptidomimetics possessing reactive α,β-unsaturated double bonds. |
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