Thermodynamically driven epimerization at the trindane benzylic positions of “hexacarboxytrindanes” generates benzene rings with D3 symmetry and with R or S homotopic faces. Almost total resolution towards S trindanes was achieved by epimerization and transesterification with lithium (−)-mentholate. These structures are attractive cores for the construction of macromolecules in which asymmetry is induced by the center of the molecule.
Hexacarboxytriindanes: Benzene Rings with Homotopic Faces, as Scaffolds for the Construction of D3 Chiral Architectures
BORSATO, Giuseppe;DE LUCCHI, Ottorino;
2005
Abstract
Thermodynamically driven epimerization at the trindane benzylic positions of “hexacarboxytrindanes” generates benzene rings with D3 symmetry and with R or S homotopic faces. Almost total resolution towards S trindanes was achieved by epimerization and transesterification with lithium (−)-mentholate. These structures are attractive cores for the construction of macromolecules in which asymmetry is induced by the center of the molecule.
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