Synthesis and conformational dynamics of tricyclic pyridones containing a fused seven-membered ring.

作者: Karl R. Gibson , Laure Hitzel , Russell J. Mortishire-Smith , Ute Gerhard , Richard A. Jelley

DOI: 10.1021/JO026411A

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摘要: A new synthetic approach to tricyclic pyridones bearing a fused seven-membered ring is described. These compounds exhibit atropisomerism and exist in enantiomeric forms. Chiral HPLC separation of the enantiomers has allowed rates racemization be measured hence free energy barrier for flipping deduced. Introduction further element planar chirality leads diastereomeric atropisomerism. The rate interconversion diastereomers been quantified by 2D EXSY NMR spectroscopy allowing full description conformational dynamics system.

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