Literature DB >> 12227779

Development of a rapid, room-temperature dynamic kinetic resolution for efficient asymmetric synthesis of alpha-aryl amino acids.

Jianfeng Hang1, Hongming Li, Li Deng.   

Abstract

[reaction: see text] A rapid, highly efficient and general dynamic kinetic resolution (DKR) of racemic alpha-aryl UNCAs with the dual-function catalysis of modified cinchona alkaloid was accomplished at room temperature. This DKR led to the development of a highly enantioselective catalytic method for the practical synthesis of a wide range of alpha-aryl and alpha-heteroaryl amino acids in 89-92% ee and 86-95% yield from racemic UNCAs.

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Year:  2002        PMID: 12227779     DOI: 10.1021/ol026660l

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  Synthesis of Complex Glycolates by Enantioconvergent Addition Reactions.

Authors:  Samuel L Bartlett; Jeffrey S Johnson
Journal:  Acc Chem Res       Date:  2017-08-17       Impact factor: 22.384

2.  Elucidation of the active conformation of cinchona alkaloid catalyst and chemical mechanism of alcoholysis of meso anhydrides.

Authors:  Hongming Li; Xiaofeng Liu; Fanghui Wu; Liang Tang; Li Deng
Journal:  Proc Natl Acad Sci U S A       Date:  2010-06-21       Impact factor: 11.205

3.  Asymmetric synthesis of beta,gamma-unsaturated alpha-amino acids via efficient kinetic resolution with cinchona alkaloids.

Authors:  Jianfeng Hang; Li Deng
Journal:  Bioorg Med Chem Lett       Date:  2009-04-05       Impact factor: 2.823

  3 in total

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