
TY  - JOUR
A1  - Doyle, IR 
A1  - Massy-Westropp, RA 
T1  - The synthesis, isomerization and stability of some enol-lactones
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1982
VL  - 35
IS  - 9
SP  - 1903
EP  - 1911
KW  - 
UR  - https://doi.org/10.1071/CH9821903 
N2  - The photoisomerization of enol-lactones is described. Thermal decomposition of (E) and (Z) ethyl 3-oxo-1,3,3a&#946;,4&#945;,7&#945;,7a&#946;-hexahydro-4,7-methanoisobenzofran-1-yideneacetates provides a good route to (E) and (Z) ethyl 5-oxo-2,5-dihydrofuran-2-ylideneacetates. Other examples of this retro-Diels-Alder reaction are reported. The relative stabilities of (E) and (Z) enol-lactones from the Wittig reaction between substituted succinic anhydrides and ethoxycarbonylmethylenetriphenylphosphorane have been determined. These Wittig reactions are under kinetic control. 
ER  -

