ISSN:
0749-1581
Keywords:
13C NMR
;
Diterpenes
;
ent-Beyeranes
;
ent-Beyer-15-enes
;
Bicyclo[3.2.1]octanes
;
Substituent effects
;
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
A detailed analysis of the 13C NMR spectra of 39 isomeric ent-beyer-15-enes and ent-beyeranes functionalized at C-7, C-14, C-15 and C-16 has been performed. This diterpenic skeleton is a good example of a semirigid bicyclo[3.2.1]octane system. The sensitivity of 13C shielding to the stereochemical environment, particularly in polyfunctional compounds, has been confirmed. In some cases the ent-beyer-15-enes and ent-beyeranes show similar behaviour to that of similarly functionalized bicyclo[3.2.1]octane derivatives, but in other cases the shielding effects are very different. The compounds studied are a good model for the evaluation of shielding effects in exo/endo isomers of strained and rigid carbocyclic compounds.
Additional Material:
12 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1260241003
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