Literature DB >> 18341352

Short alpha/beta-peptides as catalysts for intra- and intermolecular aldol reactions.

Valerio D'Elia1, Hans Zwicknagl, Oliver Reiser.   

Abstract

Short alpha/beta-peptides, containing conformationally restricted cis-beta-aminocyclopropylcarboxylic acid units as turn-inducing elements, have been found to be efficient catalysts for inter- and intramolecular aldol reactions. The tripeptide H-(L)-Pro-black triangle-(L)-Pro-OH was identified to perform especially well in homogeneous and heterogeneous aqueous solutions as well as in organic solvents.

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Year:  2008        PMID: 18341352     DOI: 10.1021/jo800168h

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  7 in total

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Authors:  Anthony J Metrano; Alex J Chinn; Christopher R Shugrue; Elizabeth A Stone; Byoungmoo Kim; Scott J Miller
Journal:  Chem Rev       Date:  2020-09-24       Impact factor: 60.622

2.  L-proline/cholesterol and diosgenin based thiourea cooperative system for the direct asymmetric aldol reaction in the presence of water.

Authors:  Serkan Eymur; Enis TaŞci; Arzu Uyanik; Mustafa Yilmaz
Journal:  Turk J Chem       Date:  2020-10-26       Impact factor: 1.239

3.  New small γ-turn type N-primary amino terminal tripeptide organocatalyst for solvent-free asymmetric aldol reaction of various ketones with aldehydes.

Authors:  Rajkumar Thiyagarajan; Zubeda Begum; Chigusa Seki; Yuko Okuyama; Eunsang Kwon; Koji Uwai; Michio Tokiwa; Suguru Tokiwa; Mitsuhiro Takeshita; Hiroto Nakano
Journal:  RSC Adv       Date:  2021-12-06       Impact factor: 4.036

4.  Desymmetrisation of meso-diones promoted by a highly recyclable polymer-supported chiral phosphoric acid catalyst.

Authors:  Lidia Clot-Almenara; Carles Rodríguez-Escrich; Miquel A Pericàs
Journal:  RSC Adv       Date:  2018-02-12       Impact factor: 3.361

5.  Development of fructose-1,6-bisphosphate aldolase enzyme peptide mimics as biocatalysts in direct asymmetric aldol reactions.

Authors:  Thabo Peme; Dean Brady; Wanyama Juma; Maya Makatini
Journal:  RSC Adv       Date:  2021-11-15       Impact factor: 4.036

6.  Unusually high α-proton acidity of prolyl residues in cyclic peptides.

Authors:  Oliver R Maguire; Bethany Taylor; Eleanor M Higgins; Matthew Rees; Steven L Cobb; Nigel S Simpkins; Christopher J Hayes; AnnMarie C O'Donoghue
Journal:  Chem Sci       Date:  2020-07-02       Impact factor: 9.825

7.  Efficient regio- and stereoselective access to novel fluorinated β-aminocyclohexanecarboxylates.

Authors:  Loránd Kiss; Melinda Nonn; Reijo Sillanpää; Santos Fustero; Ferenc Fülöp
Journal:  Beilstein J Org Chem       Date:  2013-06-17       Impact factor: 2.883

  7 in total

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