cis,cis,cis-tetramethyl 1,2,4,5-cyclohexanetetracarboxylate
The title compound, C(14)H(20)O(8), was synthesized from the hydrogenation of tetramethyl 1,4-cyclohexadiene-1,2,4, 5-tetracarboxylate with a catalytic amount of palladium/carbon. All four carbonyl moieties of the methyl ester groups are on the same face of the chair-conformed ring. The substantial ring distortion associated with the 1,3-diaxial methoxycarbonyl substituents is reflected in the large difference between bond angles as well as torsion angles, respectively, that in undistorted cyclohexanes would be approximately the same.
Robinson
PD
Department of Geology, Southern Illinois University-4324, Carbondale, IL 62901, USA. robinson@geo.siu.edu.
Hua
DH
Fan
J
Liu
L
McGill
JW
Arshid
M
Meyers
CY