Structural and Stereochemical Diversity from (±)-2,2-Dimethyl-8-oxabicyclo[3.2.1]oct-6-en-3-one − Application to the Synthesis of Polyketide Segments of Natural Products
✍ Scribed by Alexandros Vakalopoulos; René Smits; H. Martin R. Hoffmann
- Publisher
- John Wiley and Sons
- Year
- 2002
- Tongue
- English
- Weight
- 486 KB
- Volume
- 2002
- Category
- Article
- ISSN
- 1434-193X
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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 stereo
The 1H and 13C NMR spectra of cis-endo (a) and cis-exo (b) diastereoisomeric pairs of Ðve di †erently C-1-functionalized 2,4-dimethyl-8-oxabicyclo[3.2.1]oct-6-en-3-ones were completely assigned. Several trends regarding the variation of chemical shifts and coupling constants of hydrogen and carbon a