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Recyclable and Stable ?-Methylproline-Derived Chiral Ligands for the Chemical Dynamic Kinetic Resolution of free C,N-Unprotected ?-Amino Acids.

ABSTRACT: A novel special designed, stable, and recyclable chiral ligand bearing a quaternary carbon was developed for chemical dynamic kinetic resolution (DKR) of free C,N-unprotected racemic ?-amino acids via Schiff base intermediates. This method furnishes high yields with excellent enantioselectivity, has a broad substrate scope, and uses operationally simple and convenient conditions. The present chemical DKR is a practical and useful method for the preparation of enantiopure ?-amino acids.

SUBMITTER: Shu S 

PROVIDER: S-EPMC6630268 | biostudies-literature | 2019 Jun

REPOSITORIES: biostudies-literature

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Recyclable and Stable <i>α</i>-Methylproline-Derived Chiral Ligands for the Chemical Dynamic Kinetic Resolution of free <i>C,N</i>-Unprotected <i>α</i>-Amino Acids.

Shu Shuangjie S   Zhao Liang L   Zhou Shengbin S   Wu Chenglin C   Liu Hong H   Wang Jiang J  

Molecules (Basel, Switzerland) 20190613 12

A novel special designed, stable, and recyclable chiral ligand bearing a quaternary carbon was developed for chemical dynamic kinetic resolution (DKR) of free C,N-unprotected racemic α-amino acids via Schiff base intermediates. This method furnishes high yields with excellent enantioselectivity, has a broad substrate scope, and uses operationally simple and convenient conditions. The present chemical DKR is a practical and useful method for the preparation of enantiopure α-amino acids. ...[more]

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