Aminocyclanols, II: Stereochemical Studies on a New Ciramadol Analogue by NMR‐Spectroscopy

Abstract

The absol. configuration of a Ciramadol analogue obtained from (‐)‐menthone is established by 1H‐NMR‐, simulated NMR‐, COSY‐90‐, and NOE‐measurements. The final compound 2‐(α‐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.