Synthesis of two useful, enantiomerically pure derivatives of (S)-4-hydroxy-2-cyclohexenone

1989 ◽  
Vol 54 (15) ◽  
pp. 3738-3740 ◽  
Author(s):  
James E. Audia ◽  
Louise Boisvert ◽  
Arthur D. Patten ◽  
Anabella Villalobos ◽  
Samuel J. Danishefsky
Keyword(s):  
Enantiomerically Pure ◽  
Derivatives Of

scholarly journals Enzymatic Approach to the Synthesis of Enantiomerically Pure Hydroxy Derivatives of 1,3,5-Triaza-7-phosphaadamantane

2021 ◽  
Author(s):  
Małgorzata Kwiatkowska ◽  
Jarosław Błaszczyk ◽  
Lesław Sieroń ◽  
Piotr Kiełbasiński
Keyword(s):  
Enantiomerically Pure ◽  
Derivatives Of

scholarly journals Straightforward synthesis of enantiomerically pure 1,2,3-triazoles derived from amino esters

2018 ◽  
Vol 16 (17) ◽  
pp. 3168-3176 ◽  
Author(s):  
Gastón Silveira-Dorta ◽  
Sampad Jana ◽  
Lucie Borkova ◽  
Joice Thomas ◽  
Wim Dehaen
Keyword(s):  
Amino Acids ◽  
Enantiomerically Pure ◽  
Triazole Derivatives ◽  
Amino Esters ◽  
Good Yielding ◽  
Derivatives Of

An easy, good-yielding access to functionalized enantiomerically pure 1,2,3-triazole derivatives of amino acids using commercially available ketones and amino esters is described.

ChemInform Abstract: Synthesis of Two Useful, Enantiomerically Pure Derivatives of (S)-4-Hydroxy-2-cyclohexenone.

ChemInform ◽  
1990 ◽  
Vol 21 (1) ◽  
Author(s):  
J. E. AUDIA ◽  
L. BOISVERT ◽  
A. D. PATTEN ◽  
A. VILLALOBOS ◽  
S. J. DANISHEFSKY
Keyword(s):  
Enantiomerically Pure ◽  
Derivatives Of

Competitive Intramolecular Diels - Alder Reactions of bis-α,β-Unsaturated Ester Derivatives of Enzymatically Derived and Enantiopure cis-1,2-Dihydrocatechols. Enantiodivergent Synthesis of Monochiral Bicyclo[2.2.2]oct-2-enes

2003 ◽  
Vol 56 (9) ◽  
pp. 861 ◽  
Author(s):  
Martin G. Banwell ◽  
Cai Chun ◽  
Alison J. Edwards ◽  
Markus M. Vögtle
Keyword(s):  
Natural Products ◽  
Single Crystal ◽  
Building Blocks ◽  
Diels Alder ◽  
Unsaturated Ester ◽  
Enantiomerically Pure ◽  
X Ray ◽  
Derivatives Of ◽  
Natural Products Synthesis

bis-Crotonate and related α,β-unsaturated ester derivatives of readily available and enantiomerically pure cis-1,2-dihydrocatechols engage, upon heating in refluxing toluene, in two competitive intramolecular Diels–Alder reactions to give varying mixtures of chromatographically separable and pseudo-enantiomeric bicyclo[2.2.2]oct-2-enes. Such adducts, many of which have been characterized by single-crystal X-ray analysis, are likely to serve as useful building blocks in natural products synthesis.

scholarly journals Enantioselectivity of Chiral Derivatives of Xanthones in Virulence Effects of Resistant Bacteria

2021 ◽  
Vol 14 (11) ◽  
pp. 1141
Author(s):  
Fernando Durães ◽  
Sara Cravo ◽  
Joana Freitas-Silva ◽  
Nikoletta Szemerédi ◽  
Paulo Martins-da-Costa ◽  
...  
Keyword(s):  
Bacterial Infections ◽  
Efflux Pump ◽  
Building Blocks ◽  
Efflux Pumps ◽  
Docking Studies ◽  
Resistant Bacteria ◽  
Coupling Reactions ◽  
Enantiomerically Pure ◽  
Bacteria And Fungi ◽  
Derivatives Of

Antimicrobial peptides are one of the lines of defense produced by several hosts in response to bacterial infections. Inspired by them and recent discoveries of xanthones as bacterial efflux pump inhibitors, chiral amides with a xanthone scaffold were planned to be potential antimicrobial adjuvants. The chiral derivatives of xanthones were obtained by peptide coupling reactions between suitable xanthones with enantiomerically pure building blocks, yielding derivatives with high enantiomeric purity. Among 18 compounds investigated for their antimicrobial activity against reference strains of bacteria and fungi, antibacterial activity for the tested strains was not found. Selected compounds were also evaluated for their potential to inhibit bacterial efflux pumps. Compound (R,R)-8 inhibited efflux pumps in the Gram-positive model tested and three compounds, (S,S)-8, (R)-17 and (R,S)-18, displayed the same activity in the Gram-negative strain used. Studies were performed on the inhibition of biofilm formation and quorum-sensing, to which the enantiomeric pair 8 displayed activity for the latter. To gain a better understanding of how the active compounds bind to the efflux pumps, docking studies were performed. Hit compounds were proposed for each activity, and it was shown that enantioselectivity was noticeable and must be considered, as enantiomers displayed differences in activity.

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