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Structure elucidation of a hexahydrocannabinol derivative via 13 C 13 C homonuclear correlation and 1 H 13 C heteronuclear correlation with proton detection
Author(s) -
Zetta Lucia,
De Marco Antonio,
Anklin Clemens,
Cornia Mara,
Casiraghi Giovanni
Publication year - 1987
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260251213
Subject(s) - homonuclear molecule , heteronuclear molecule , chemistry , proton , carbon 13 , coupling constant , spectral line , derivative (finance) , stereochemistry , analytical chemistry (journal) , nuclear magnetic resonance spectroscopy , molecule , physics , nuclear physics , organic chemistry , particle physics , astronomy , financial economics , economics
Two‐dimensional carbon‐carbon correlated spectra (2D‐INADEQUATE) and proton‐carbon correlated spectra obtained with proton detection have been used to determine the absolute configuration and conformation of a hexahydrocannabinol derivative obtained with highly stereocontrolled synthesis. From the proton‐proton coupling constants the junction between rings B and C was found to be trans and the relative stereodisposition of C‐10a, C‐9 and C‐6a was deduced to be R .