Absolute configuration of optically active propargyl alcohols: a circular dichroism approach

1984 ◽  
Vol 49 (18) ◽  
pp. 3394-3395 ◽  
Author(s):  
Carlo Rosini ◽  
Giampaolo Giacomelli ◽  
Piero Salvadori
1980 ◽  
Vol 45 (2) ◽  
pp. 435-441 ◽  
Author(s):  
Jan Pospíšek ◽  
Štefan Toma ◽  
Ivo Frič ◽  
Karel Bláha

Racemic 3-ferrocenylalanine was resolved in enantiomers using brucine. The absolute configuration was estimated by ozonolytic degradation of the N-trifluoroacetyl derivative of the (-)-enantiomer yielding D-aspartic acid. Diastereoisomeric cyclo(D-ferrocenylalanyl-L-prolyl) and cyclo-(L-3-ferrocenylalanyl-L-prolyl) were synthesized using conventional methods of peptide synthesis. Circular dichroism spectra of these cyclodipeptides are discussed and compared with spectra of the corresponding diastereoisomeric cyclodipeptides containing phenylalanine.


1992 ◽  
Vol 11 (12) ◽  
pp. 4268-4275 ◽  
Author(s):  
Bruce R. Bender ◽  
Markus Koller ◽  
Anthony Linden ◽  
Alessandro Marcuzzi ◽  
Wolfgang Von Philipsborn

1991 ◽  
Vol 56 (12) ◽  
pp. 3006-3011 ◽  
Author(s):  
Paolo Biscarini

The chiral octahedral diastereoisomeric tris[(-)cyclic O,O’,1(R),2(R)(-)dimethylethylene dithiophosphato]metal(III) complexes, M[(-)bdtp]3, M(III) = Co, Rh, Ir, have been obtained stereoselectively in the Λ or Δ absolute configuration at the metal centre. The formation reaction and the characterization of the obtained complexes have been followed by circular dichroism spectroscopy. The complexes prove optically labile in various solvents. A configuration inversion has been observed in all complexes giving diastereoisomeric equilibria Λ(R,R)(R,R)(R,R) = Δ(R,R)(R,R)(R,R) with an excess of one form, occasionally stabilized by the solvent.


1988 ◽  
Vol 53 (11) ◽  
pp. 2447-2472 ◽  
Author(s):  
Petr Maloň ◽  
C. L. Barness ◽  
Miloš Buděšínský ◽  
Rina K. Dukor ◽  
Dick Van der Helm ◽  
...  

The title spirocyclic dilactam (1S,7S)-7-methyl-6,9-diazatricyclo[6,3,0,01,6]tridecan-5,10-dione (I), a molecule designed to contain non-planar amide groups, has been synthesized from an optically active precursor of known absolute configuration. The relative and absolute configuration have been determined by X-ray diffraction. The conformation of the compound has been investigated by X-ray, 1H and 13C NMR, electronic and vibrational circular dichroism. The compound possesses moderately non-planar amide groups in the two rings of nonequal geometry. The electronic CD is dominated by inherent chirality of the amide chromophores. The dilactams I and II ((1S,6S)-6-methyl-5,8-diazatricyclo[6,3,0,01,5]undecan-4,9-dione – having five-membered rings) exhibit monosignate amide I VCD and strong VCD bands in the mid-ir region.


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