Assignment of absolute configuration of chiral carboxylic acids via exciton-coupled CD treatment: 4-Phenylthioproline as a case study

Chirality

Volumn 14, Issue 8, 2002, Pages 611-617

  Bari, Lorenzo Di ^a   Mannucci, Serena ^b   Pescitelli, Gennaro ^a   Salvadori, Piero ^a,c  

^a CNR   (Italy)

^b Laboratori Guidotti SpA   (Italy)

^c UNIVERSITY OF PISA   (Italy)

Author keywords

Bischromophoric exciton coupling approach; Chiral carboxylic acids; Circular dichroism; Pharmacologically active compound

Indexed keywords

CARBOXYLIC ACID; DIPEPTIDYL CARBOXYPEPTIDASE INHIBITOR; PROLINE DERIVATIVE; ZOFENOPRIL;

ARTICLE; CHEMICAL STRUCTURE; CHIRALITY; CHROMATOPHORE; CIRCULAR DICHROISM; MATHEMATICAL COMPUTING; NUCLEAR OVERHAUSER EFFECT; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 0036070256     PISSN: 08990042     EISSN: None     Source Type: Journal    
DOI: 10.1002/chir.10086     Document Type: Article

References (40)

1. Exciton chirality method: Principles and application
2. A new exciton-coupled circular dichroism method for assigning the absolute configuration in acyclic α- and β-hydroxy carboxylic acids
3. A two-step chemical/chiroptical method for determining absolute configuration of α-hydroxy acids
4. Absolute configurational assignment of acyclic hydroxy carboxyilic acids: A new strategy in exciton-coupled circular dichroism
5. 2-Naphthol as a powerful chromophore for the configurational assignment of carboxylic acid groups via the CD exciton chirality method
6. The carboxyl and related chromophores
7. 4]
8. Absolute configuration of α-phthalimido carboxylic acid derivatives from circular dichroism spectra
9. An NMR method for determination of configuration of β-substituted carboxylic acids
10. Phenylglycine methyl ester, a useful tool for absolute configuration determination of various chiral carboxylic acids
11. 1H NMR spectroscopy
12. Biochemical and pharmacological studies with captopril and related hypertensive agents designed as specific enzyme inhibitors
13. Angiotensin-converting enzyme inhibitors. Mercaptan, carboxyalkyl dipeptide, and phosphinic acid inhibitors incorporating 4-substituted prolines
14. Contribution à l'étude des hétérocycles soufrés condensés. XXVII. Recherches spectrographiques dans le domaine des sulfures semiaromatiques tricycliques
15. Vapour phase spectra in the near-ultraviolet of some monosubstituted benzenes
16. Zur struktur von organoschwefelverbindungen. XI. Mitteilung: UV-spektren von benzothiacyclenen und benzothiacylenonen - Ringgrösseneinfluss und konjugation
17. Ultraviolet absorption spectra of arenethiols and alkyl aryl sulphides
18. Ultraviolet absorption spectra of alkyl benzyl sulphides. Conformational analysis of alkyl aryl sulphides
19. S-Substituted aromatics and exciton chirality
20. The liquid crystal-linear dichroism (l.c.-l.d) of organic molecules by a modulation technique. 2. The phenylthio and thiophthen chromophores studied by an l.d. substitution approach
21. Racemisation-free esterification of 2-nitrophenylsulphenyl-protected amino-acids by dicyclohexylcarbodi-imide-4-dimethylaminopyridine
22. Synthesis of phosphoramide analogues of sphingamine-1-phosphate
23. Optical properties of molecular aggregates. I. Classical model of electronic absorption and refraction
24. Optical properties of molecular aggregates. II. Classical theory of refraction, absorption, and optical activity of solutions and crystals
25. Coupled oscillator calculations of circular dichroism intensities: Structural applications in organic chemistry
26. Polynucleotide circular dichroism calculations: Use of an all-order classical coupled oscillator polarizability theory
27. Spektroskopische Substituentenkonstanten. III. Über die Gültigkeit der Doub-Vandenbelt-Gleichung in nichtwässrigen Lösungen
28. Absolute Raman intensities of the carbonyl stretching band in para substituted benzoates
29. Studies in linear dichroism. III. Application to molecular associations
30. Synthetic studies on β-lactam antibiotics. VII. Mild removal of the benzyl ester protecting group with aluminium trichloride
31. Lewis acid-mediated selective removal of N-tert-butoxycarbonyl protective group (t-Boc)
32. 2 as the deprotecting reagent
33. N-tert-butoxycarbonyl (Boc) deprotection using boron trifluoride etherate
34. Novel chemoselective de-esterification of esters of polyacetoxy aromatic acids by lipases