Rapid Approaches for Assignment of the Relative Configuration in 1-Oxygenated 1,2-Diarylpropan-3-ols by H NMR Spectroscopy.

J Nat Prod

School of Traditional Chinese Materia Medica, Key Laboratory of Computational Chemistry-Based Natural Antitumor Drug Research & Development, Liaoning Province, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China.

Published: January 2021

The structural elucidation of chiral molecules with more than one stereocenter is usually a tricky problem. In this paper, efficient H NMR spectroscopic approaches for assigning the and configurations of 1-oxygenated 1,2-diarylpropan-3-ols were developed. By analysis of the chemical shift differences of diastereotopic methylene H-3 (Δδ) in CDCl or the chemical shift differences of H-1 and H-2 (Δδ) in methanol-, deuterated dimethyl sulfoxide, and acetone-, the configurations of 1-oxygenated 1,2-diarylpropan-3-ols can be rapidly and conveniently determined.

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http://dx.doi.org/10.1021/acs.jnatprod.0c00828DOI Listing

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