Towards the development of asymmetric 6Pi electrocyclisations
Parra, Guillaume (2014) Towards the development of asymmetric 6Pi electrocyclisations. PhD thesis, University of Nottingham.
The biosynthesis of the superfamily of pyrones such as (+)-tridachione, (-)-crispatone or tridachiahydropyrone have drawn much attention. However, the isolated natural products are enantiomerically pure whereas the syntheses of these natural products were completed in racemic form. This raises the question of where, in nature, the chirality is derived from. It has been hypothesized that the all (E)-polyene tridachiahydropyrone precursor is present in the membrane of the producing mollusc, and during the reaction the membrane provides a favourable chiral environment for obtaining only the tridachiahydropyrone enantiomer.
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