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The synthesis of chiral functionalised morpholine N-oxides using a tandem Cope elimination/reverse-Cope elimination protocol |
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| Authors: | Ian A O'Neil Ed Cleator Alan P Chorlton |
| Institution: | a Robert Robinson Laboratories, Department of Chemistry, University of Liverpool, Crown Street, Liverpool L69 7ZD, UK b Millennium Pharmaceuticals, 75, Sidney Street, Cambridge, MA, USA |
| Abstract: | Hydroxylamine derivatives of (S)-prolinol have been generated using a Cope elimination. These undergo reverse-Cope elimination onto a pendant double bond to give morpholine N-oxides containing three contiguous chiral centres. |
| Keywords: | Cope elimination Reverse-Cope elimination Amine oxides |
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