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Química Nova

Print version ISSN 0100-4042On-line version ISSN 1678-7064

Abstract

TELES, Rubens R.; FRANCA, José A. A.; NAVARRO-VAZQUEZ, Armando  and  HALLWASS, Fernando. STEREOCHEMICAL ASSIGNMENT OF α-SANTONIN USING RESIDUAL DIPOLAR COUPLING. Quím. Nova [online]. 2015, vol.38, n.10, pp.1345-1350. ISSN 1678-7064.  http://dx.doi.org/10.5935/0100-4042.20150154.

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.

Keywords : RDC; NMR; α-santonin; natural products.

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