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Preorganization in highly enantioselective diaza-Cope rearrangement reaction |
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| Authors: | Kim Hae-Jo Kim Hyunwoo Alhakimi Gamil Jeong Eui June Thavarajah Nirusha Studnicki Lisa Koprianiuk Alicja Lough Alan J Suh Junghun Chin Jik |
| Institution: | Department of Chemistry, University of Toronto, 80 St. George Street, Toronto M5S 3H6, Canada. |
| Abstract: | Crystal structure and activation entropy data indicate that H-bond directed diaza-Cope rearrangement of chiral diimines takes place with a high degree of preorganization. CD spectroscopy and HPLC data show that there is inversion of stereochemistry for the reaction with excellent enantioselectivity. |
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