Open AccessSTEREOCHEMICAL ASSIGNMENT OF α-SANTONIN USING RESIDUAL DIPOLAR COUPLING
Author(s) -
Rubens R. Teles,
José Adonias Alves de França,
Armando NavarroVázquez,
Fernando Hallwass
Publication year - 2015
Publication title -
química nova
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.214
H-Index - 73
eISSN - 1678-7064
pISSN - 0100-4042
DOI - 10.5935/0100-4042.20150154
Subject(s) - residual , residual dipolar coupling , coupling (piping) , dipole , chemistry , computational chemistry , stereochemistry , crystallography , materials science , mathematics , algorithm , organic chemistry , metallurgy
The measurement of nuclear magnetic resonance parameters in an anisotropic media, such as residual dipolar coupling (RDC), has proven to be an excellent methodology for the refinement of chemical structures, being used as a complementary tool in the determination of the relative configuration, conformation, and constitution of organic compounds. In this study, we applied this methodology to determine the relative configuration of α-santonin, a natural product with four stereocenters, while assigning its prochiral methylene protons using only the RDCs obtained in a polyacrylonitrile polymer gel swollen in DMSO-d6