98474-00-1Relevant academic research and scientific papers
132. Formation of cyclic "ortho"-Anhydrides of Heptalene-1,2-dicarboxylic Acids
Weber, Roland H.,Bruegger, Paul,Arnold, Wolf,Schoenholzer, Peter,Hansen, Hans-Juergen
, p. 1439 - 1460 (2007/10/02)
1-(Alkoxycarbonyl)heptalene-2-carboxylic acids as well as 2-(alkoxycarbonyl)heptalene-1-carboxylic acids react with the iminium salt formed from N,N-dimethylformamide (DMF) and oxalyl chloride, in the presence of an alcohol, to yield the corresponding cyc
First Optically Active Heptalenes and their Absolute Configuration
Bernhard, Werner,Bruegger, Paul,Daly, John J.,Schoenholzer, Peter,Weber, Roland H.,Hansen, Hans-Juergen
, p. 415 - 428 (2007/10/02)
It is shown that dimethyl 7-isopropyl-5,10-dimethylheptalene-1,2-dicarboxylate (1) and dimethyl 5,6,8,10-tetramethylheptalene-1,2-dicarboxylate (2) can be resolved via the corresponding mono-acids and with the aid of optically active primary or secondary amines such as 1-phenylethylamine or ephedrine into the (-)-(P)-and (+)-(M)-enantiomeres, respectively.Charactheristic for the (P)-chirality of the heptalene ?-skeleton with C2 or pseudo-C2 symmetry are two (-)-CE's at the long wavelength region (450-300 nm) followed by at least one intense (+)-CE at wavelengths about or below 300 nm.The absolute configuration of the heptalenes was correlated with the well-established absolute configuration of (+)-(R)- and (-)-(S)-1-phenylethanol.
