
TY  - JOUR
A1  - Cameron, Donald W. 
A1  - Heisey, Ross M. 
T1  - Geometrically Specific Hydrogen Transfer in the Reaction of Terminally Alkyl-Substituted 1,3-Dienes with 1,4-Quinones
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 2000
VL  - 53
IS  - 2
SP  - 109
EP  - 121
KW  - Dienes; quinones; cycloaddition; hydrogen transfer.
UR  - https://doi.org/10.1071/CH00027 
N2  - Reaction of certain geometrically defined 1,1-dioxy-4-alkyl- and -4,4-dialkyl-substituted buta-1,3-dienes with halogenated quinones does not involve Diels&#8211;Alder or Michael addition chemistry. Instead, rapid competitive oxidation of the dienes to give 2,4-dienoate esters was observed. This new reaction involves strong spatial association between diene and quinone, hydrogen being transferred specifically from the (4E)-alkyl group. Its scope is compared with addition of the same terminally substituted dienes towards the reactive non-quinonoid dienophile tetracyanoethylene. 
ER  -

