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

Authors
BURGEMEISTER T OZARSLAN O ERTAN M AKGUN H WIEGREBE W
Citation
T. Burgemeister et al., AMINOCYCLANOLS .2. STEREOCHEMICAL STUDIES ON A NEW CIRAMADOL ANALOG BY NMR-SPECTROSCOPY, Archiv der pharmazie, 327(12), 1994, pp. 785-787
Citations number
8
Categorie Soggetti
Chemistry,"Pharmacology & Pharmacy
Journal title
Archiv der pharmazie → ACNP
ISSN journal
03656233
Volume
327
Issue
12
Year of publication
1994
Pages
785 - 787
Database
ISI
SICI code
0365-6233(1994)327:12<785:A.SSOA>2.0.ZU;2-2
Abstract
The absol. configuration of a Ciramadol analogue obtained from (-)-men thone is established by H-1-NMR-, simulated NMR-, COSY-90-, and NOE-me asurements. The final compound idino)benzyl-4-isopropyl-1-methyl-cyclo hexan-3-one (4b), e.g., has 1R,2S,4S,11S-configuration due to stereose lective Michael-type addition of pyrrolidine to the pertinent benzylid ene intermediate 3.