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Cooperative Use of VCD and XRD for the Determination of Tetrahydrobenzoisoquinolines Absolute Configuration: A Reliable Proof of Memory of Chirality and Retention of Configuration in Enediyne Rearrangements
Authors:Shovan Mondal  Jean‐Valère Naubron  Damien Campolo  Michel Giorgi  Michéle P Bertrand  Malek Nechab
Institution:1. Aix‐Marseille Université, CNRS ICR UMR7273, , Marseille, France;2. Aix‐Marseille Université, Spectropole, Fédération de Chimie, , Marseille, France
Abstract:The absolute configurations (AC) of azaheterocylic compounds resulting from the cascade rearrangement of enediynes involving only light atoms were unambiguously assigned by the joint use of vibrational circular dichroism (VCD) and copper radiation single crystal X‐ray diffraction (XRD). These AC determinations proved that the rearrangements of enediynes proceeded with memory of chirality and retention of configuration. Chirality 25:832–839, 2013. © 2013 Wiley Periodicals, Inc.
Keywords:VCD  X‐ray diffraction  enediynes  memory of chirality  absolute configurations  heterocycles
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