AMINOCYCLANOLS .2. STEREOCHEMICAL STUDIES ON A NEW CIRAMADOL ANALOG BY NMR-SPECTROSCOPY

BURGEMEISTER, T and OZARSLAN, O and ERTAN, M and AKGUN, H and WIEGREBE, W (1994) AMINOCYCLANOLS .2. STEREOCHEMICAL STUDIES ON A NEW CIRAMADOL ANALOG BY NMR-SPECTROSCOPY. ARCHIV DER PHARMAZIE, 327 (12). pp. 785-787. ISSN 0365-6233,

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Abstract

The absol. configuration of a Ciramadol analogue obtained from (-)-menthone is established by H-1-NMR-, simulated NMR-, COSY-90-, and NOE-measurements. The final compound 2-(alpha-1-pyrrolidino)benzyl-4-isopropyl-1-methyl-cyclohexan-3-one (4b), e.g., has 1R,2S,4S,11S-configuration due to stereoselective Michael-type addition of pyrrolidine to the pertinent benzylidene intermediate 3.

Item Type: Article
Uncontrolled Keywords: ;
Depositing User: Dr. Gernot Deinzer
Last Modified: 19 Oct 2022 08:39
URI: https://pred.uni-regensburg.de/id/eprint/52932

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