ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Skeleton Rearrangement of an α-β-Unsaturated γ,δ-Epoxyketone during Birch Reduction: Structure Elucidation by Means of 13C-INADEQUATE-NMR SpectroscopyWhen the γ-epoxide 2 of β-ionone is treated under standard Birch-reduction conditions, unexpectedly a 70% combined yield of regioisomeric octalones 4 and 5 is isolated. These products unquestionably result form cleavage of the central epoxide C=C bond. The structure of compounds 4 and 5 could be determined by means of 13C-INADEQUATE-NMR spectroscopy.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19840670827