ISSN:
0030-4921
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Assignments of the 13C NMR signals of the dammarane triterpenes, 3β,25,30-trihydroxy-(20R,24R)-epoxydammaran-16-one 3,30-diacetate (trevoagenin A diacetate) (2), its 20S-isomer (trevoagenin B diacetate) (3) and their related (20R)-3β,30-diacetoxy-16-oxo-25,26,27-trisnordammarane-24,20-lactone (4) and its 20S-isomer (5) have been achieved. Suitable tetrahydrofuran models have been synthesized in order to aid the 13C NMR assignments of the side-chain carbons of the above-mentioned compounds. The remarkable chemical shift differences observed for C-21 and C-22 between each pair of the C-20 epimers (2, 3 and 4, 5) allowed the confirmation of the C-20 stereochemistry of these ocotillol-type dammarane triterpenes.
Additional Material:
3 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1270220108
