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

Shovan Mondal (1) , Jean-Valère Naubron (2) , Damien Campolo (1) , Michel Giorgi (2) , Michèle P. Bertrand (1) , Malek Nechab (1)

1 ICR - Institut de Chimie Radicalaire
2 AMU SPEC - Spectropôle - Aix Marseille Université

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. (c) 2013 Wiley Periodicals, Inc.

Domains: Chemical Sciences

Shovan Mondal, Jean-Valère Naubron, Damien Campolo, Michel Giorgi, Michèle P. Bertrand, et al.. 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. Chirality, 2013, 25 (12), pp.832--839. ⟨10.1002/chir.22221⟩. ⟨hal-01460468⟩