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Stereochemical Studies on a New Ciramadol Analogue by NMR-Spectroscopy

URN to cite this document:
urn:nbn:de:bvb:355-epub-158744
DOI to cite this document:
10.5283/epub.15874
Burgemeister, Thomas ; Özarslan, Ö. ; Ertan, M. ; Akgün, H. ; Wiegrebe, Wolfgang
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Date of publication of this fulltext: 15 Jul 2010 05:49


Abstract

The absol. configuration of a Ciramadol analogue obtained from (-)-menthone is established by 'H-NMR-. simulated NMR-, COSY-90-, and NOEmeasurements. The final compound 2-(a-1 -pyrrolidino)benzy 1-4-isopropyl- 1 -methyl-cyclohexan-3-one (4b), e.g.. has 1R.2S,4S.l IS-configuration due to stereoselective Michael-type addition of pyrrolidine to the pertinent benzylidene intermediate 3. Die absol. ...

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