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Complete assignment of 1H and 13C NMR data and establishment of the relative stereochemistry of C-1-functionalized 2,4-dimethyl-8-oxabicyclo[3.2.1] oct-6-en-3-one derivatives

✍ Scribed by Angel M. Montaña; Pedro M. Grima; Francisca García

Publisher: John Wiley and Sons
Year: 1999
Tongue: English
Weight: 66 KB
Volume: 37
Category: Article
ISSN: 0749-1581
DOI: 10.1002/(sici)1097-458x(199907)37:7<507::aid-mrc488>3.0.co;2-b

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✦ Synopsis

The total assignment of the 1 H and 13 C NMR spectra of 24 cis-endo and 15 cis-exo diastereoisomers of C-1-substituted 2,4-dimethyl-8-oxabicyclo[3.2.1]oct-6-en-3-one derivatives was deduced from the concerted application of DEPT, COSY, HETCOR, HMBC, HMQC and PS-NOESY experiments. The relative stereochemistry of major (cis-endo) and minor (cis-exo) diastereoisomers was established on the basis of correlation studies of their 1 H and 13 C NMR data.

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