(Figure Presented) 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. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.
"Hexacarboxytrindanes": Benzene rings with homotopic faces as scaffolds for the construction of D3 chiral architectures / Borsato, Giuseppe; Crisma, Marco; De Lucchi, Ottorino; Lucchini, Vittorio; Zambon, Alfonso. - In: ANGEWANDTE CHEMIE. INTERNATIONAL EDITION. - ISSN 1433-7851. - 44:45(2005), pp. 7435-7439. [10.1002/anie.200502262]
"Hexacarboxytrindanes": Benzene rings with homotopic faces as scaffolds for the construction of D3 chiral architectures
ZAMBON, Alfonso
2005
Abstract
(Figure Presented) 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. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.
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