356541-85-0Relevant academic research and scientific papers
Efficient chromatographic resolution of a configurationally fragile atropisomeric diphenol via its N-(α)-Boc-tryptophan diesters
Nechab, Malek,Panchal, Bhavesh M.,Philouze, Christian,Einhorn, Cathy,Einhorn, Jacques
, p. 1681 - 1684 (2007/10/03)
Racemic 4,5-bis-(2-hydroxy-phenyl)-benzo[f]isoindole-1,3-dione 2, an atropisomeric diphenol prone to thermal isomerisation, has been efficiently resolved by conversion into its N-(α)-Boc-tryptophan diesters. Easy chromatographic separation of the diastereomeric pair of diesters, followed by ester cleavage under mild conditions gave each enantiomer in good yield and high enantiomeric purity. X-ray diffraction on a single crystal of one of the diastereomeric diesters allowed attribution of the absolute configuration of the stereogenic axes.
Solid-state isomerization of atropodiastereomers: Effective diastereoselection through polymorphic transformations
Einhorn, Cathy,Durif, Andre,Averbuch, Marie-Therese,Einhorn, Jacques
, p. 1926 - 1929 (2007/10/03)
Diastereomeric ratios as high as 99:1 have been obtained by the solid-state isomerization of mixtures of atropodiastereomers such as trans-1a and cis-1a, whereas their solution equilibrium gave ratios close to 50:50.
