Literature DB >> 14502699

Recent developments in the catalytic asymmetric synthesis of alpha- and beta-amino acids.

Jun-An Ma1.   

Abstract

The stereoselective synthesis of amino acids is of great importance for the construction of optically active natural products and pharmaceuticals. Apart from enzymes, a broad repertoire of chiral reagents, auxiliaries, and catalysts can be used for the formation of amino acids. Asymmetric reactions using catalytic amounts of chiral molecules provide efficient methods for the generation of optically active proteinogenic and nonproteinogenic amino acids. This minireview collects recent work on catalytic asymmetric synthesis of alpha- and beta-amino acids.

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Year:  2003        PMID: 14502699     DOI: 10.1002/anie.200301600

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  21 in total

1.  Synthesis of 6- and 7-membered cyclic enaminones: scope and mechanism.

Authors:  Micah J Niphakis; Brandon J Turunen; Gunda I Georg
Journal:  J Org Chem       Date:  2010-10-15       Impact factor: 4.354

2.  Synthesis and Reactivity of α-Haloglycine Esters: Hyperconjugation in Action.

Authors:  Shyam S Samanta; Stéphane P Roche
Journal:  European J Org Chem       Date:  2019-08-24

3.  Enantio- and chemoselective differentiation of protected α-amino acids and β-homoamino acids with a single copper(II) host.

Authors:  Leo A Joyce; James W Canary; Eric V Anslyn
Journal:  Chemistry       Date:  2012-05-16       Impact factor: 5.236

4.  Enantioselective radical reactions. Evaluation of nitrogen protecting groups in the synthesis of beta-amino acids.

Authors:  Mukund P Sibi; Kalyani Patil
Journal:  Tetrahedron Asymmetry       Date:  2006-02-20

Review 5.  Natural products as inspiration for the development of asymmetric catalysis.

Authors:  Justin T Mohr; Michael R Krout; Brian M Stoltz
Journal:  Nature       Date:  2008-09-18       Impact factor: 49.962

6.  Enantioselective total synthesis of tricyclic myrmicarin alkaloids.

Authors:  Mohammad Movassaghi; Alison E Ondrus
Journal:  Org Lett       Date:  2005-09-29       Impact factor: 6.005

7.  Practical and highly enantioselective synthesis of beta-alkynyl-beta-amino esters through Ag-catalyzed asymmetric mannich reactions of silylketene acetals and alkynyl imines.

Authors:  Nathan S Josephsohn; Emma L Carswell; Marc L Snapper; Amir H Hoveyda
Journal:  Org Lett       Date:  2005-06-23       Impact factor: 6.005

8.  Comparison of performance of Chirobiotic T, T2 and TAG columns in the separation of beta2- and beta3-homoamino acids.

Authors:  Zoltán Pataj; István Ilisz; Robert Berkecz; Aleksandra Misicka; Dagmara Tymecka; Ferenc Fülöp; Daniel W Armstrong; Antal Péter
Journal:  J Sep Sci       Date:  2008-12       Impact factor: 3.645

9.  Asymmetric petasis reactions catalyzed by chiral biphenols.

Authors:  Sha Lou; Scott E Schaus
Journal:  J Am Chem Soc       Date:  2008-05-07       Impact factor: 15.419

10.  Lithium Enolates Derived from Pyroglutaminol: Mechanism and Stereoselectivity of an Azaaldol Addition.

Authors:  Michael J Houghton; Christopher J Huck; Stephen W Wright; David B Collum
Journal:  J Am Chem Soc       Date:  2016-08-08       Impact factor: 15.419

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