ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
On singlet excitation (λ = 254 nm), the epoxydiene (E)-3 underwent (E)/(Z)-isomerization, electrocyclic ring closure of the diene side chain leading to the cyclobutenes 4A + B, and rearrangement to the cyclohexanones 5A + B. Compounds 5A + B were presumably formed in a series of processes including a 1,3-acyl shift of the homoconjugated ketone 8, arising from (Z)-3 by a 1,5-H-shift accompanied by cleavage of the C,O-bond of the oxirane.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19850680125