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Supporting the NMR-based empirical rules to determine the stereochemistry and halogen regiochemistry of vicinal vinyl dihalides. Naturally occurring monoterpenes as chemical models

AuthorsDíaz-Marrero, Ana R. ; Dorta, Enrique ; Cueto, Mercedes ; Rovirosa, Juana; San Martín, Aurelio; Darias, José
KeywordsPlocamium cartilagineum
Olefinic proton
Issue Date30-Apr-2004
CitationTetrahedron 60(23): 5049-5052 (2004)
AbstractTwo novel monoterpenes, 1 and 2, containing an unusual 1,2-bromochloro vinylic portion, were analyzed to study the influence of γ-substituents on the C-1 and H-1 chemical shifts of the 1,2-dihalo vinylic residue. This study reinforces the validity of the empirical rules based on 13C and 1H NMR spectroscopy as a helpful tool for determining the regio- and stereochemistry of substituted vicinal vinyl dihalides.
Description4 pages, 2 figures, 2 tables.-- Printed version published May 31, 2004.
Publisher version (URL)http://dx.doi.org/10.1016/j.tet.2004.04.025
Appears in Collections:(IPNA) Artículos
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