Literature DB >> 20964324

Enantioselective synthesis of anti-β-hydroxy-α-amido esters via transfer hydrogenation.

Brinton Seashore-Ludlow1, Piret Villo, Christine Häcker, Peter Somfai.   

Abstract

The asymmetric transfer hydrogenation of α-amido-β-keto esters to provide the corresponding anti-β-hydroxy-α-amido esters in good to excellent yields, diastereoselectivity, and enantioselectivity is reported. The procedure is operationally simple, and delicate handling of the catalyst is not necessary.

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Year:  2010        PMID： 20964324     DOI： 10.1021/ol102323k

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


  10 in total

1.  Dynamic kinetic resolution of α-keto esters via asymmetric transfer hydrogenation.

Authors:  Kimberly M Steward; Emily C Gentry; Jeffrey S Johnson
Journal:  J Am Chem Soc       Date:  2012-04-17       Impact factor: 15.419

2.  Pseudoephenamine: a practical chiral auxiliary for asymmetric synthesis.

Authors:  Marvin R Morales; Kevin T Mellem; Andrew G Myers
Journal:  Angew Chem Int Ed Engl       Date:  2012-03-27       Impact factor: 15.336

3.  Asymmetric synthesis of anti-β-amino-α-hydroxy esters via dynamic kinetic resolution of β-amino-α-keto esters.

Authors:  C Guy Goodman; Dung T Do; Jeffrey S Johnson
Journal:  Org Lett       Date:  2013-04-30       Impact factor: 6.005

4.  Stereocontrolled synthesis of syn-β-Hydroxy-α-amino acids by direct aldolization of pseudoephenamine glycinamide.

Authors:  Ian B Seiple; Jaron A M Mercer; Robin J Sussman; Ziyang Zhang; Andrew G Myers
Journal:  Angew Chem Int Ed Engl       Date:  2014-04-01       Impact factor: 15.336

5.  Asymmetric synthesis of diverse glycolic acid scaffolds via dynamic kinetic resolution of α-keto esters.

Authors:  Kimberly M Steward; Michael T Corbett; C Guy Goodman; Jeffrey S Johnson
Journal:  J Am Chem Soc       Date:  2012-11-27       Impact factor: 15.419

6.  N-Heterocyclic carbene-catalyzed direct cross-aza-benzoin reaction: Efficient synthesis of α-amino-β-keto esters.

Authors:  Takuya Uno; Yusuke Kobayashi; Yoshiji Takemoto
Journal:  Beilstein J Org Chem       Date:  2012-09-10       Impact factor: 2.883

7.  Enantioconvergent synthesis of functionalized γ-butyrolactones via (3 + 2)-annulation.

Authors:  C Guy Goodman; Morgan M Walker; Jeffrey S Johnson
Journal:  J Am Chem Soc       Date:  2014-12-23       Impact factor: 15.419

8.  Enantioselective synthesis of anti-3-alkenyl-2-amido-3-hydroxy esters: application to the total synthesis of (+)-alexine.

Authors:  Lu Yu; Peter Somfai
Journal:  RSC Adv       Date:  2019-01-21       Impact factor: 4.036

9.  Tetramate Derivatives by Chemoselective Dieckmann Ring Closure of threo-Phenylserines and Their Antibacterial Activity.

Authors:  Liban Saney; Kirsten E Christensen; Xiang Li; Miroslav Genov; Alexander Pretsch; Dagmar Pretsch; Mark G Moloney
Journal:  J Org Chem       Date:  2022-09-02       Impact factor: 4.198

10.  Synthesis of MeBmt and related derivatives via syn-selective ATH-DKR.

Authors:  Adam Rolt; Paul M O'Neill; T Jake Liang; Andrew V Stachulski
Journal:  RSC Adv       Date:  2019-12-05       Impact factor: 4.036
  10 in total

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