Stereoselective Synthesis of cis,cis‐Configured Perhydroquinoxaline‐5‐Carbonitrile from Cyclohex‐2‐en‐1‐ol |
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| Authors: | Adrian Schulte Susumu Saito Bernhard Wünsch |
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| Affiliation: | 1. Institut für Pharmazeutische und Medizinische Chemie, Westf?lische Wilhelms‐Universit?t Münster, Münster, Germany;2. Graduate School of Science and Institute for Advanced Research, Nagoya University Chikusa, Nagoya, Japan;3. Cells‐in‐Motion Cluster of Excellence (EXC 1003‐CiM), Westf?lische Wilhelms‐Universit?t Münster, Münster, Germany |
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| Abstract: | cis,cis‐Configured perhydroquinoxaline‐5‐carbonitrile 10 was synthesized stereoselectively by ditosylation of trans,cis‐2,3‐dihydroxycyclohexane‐1‐carbonitrile 4 and subsequent reaction with ethylenediamine. The diol precursor 4 was stereoselectively obtained by regioselective opening of the epoxide 3 with KCN in water avoiding hazardous Et2AlCN. |
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