ELUCIDATION OF THE MECHANISM OF TRANSPOSITION OF TRICYCLO[MN0.0(2,M-2,3,M+2-TRIOL DERIVATIVES - THE STEREOCHEMISTRY OF CETOXYTRICYCLO[7.3.0.0(2,7)]DODECAN-8-ONE(1)]ALKA)
S. Ianelli et al., ELUCIDATION OF THE MECHANISM OF TRANSPOSITION OF TRICYCLO[MN0.0(2,M-2,3,M+2-TRIOL DERIVATIVES - THE STEREOCHEMISTRY OF CETOXYTRICYCLO[7.3.0.0(2,7)]DODECAN-8-ONE(1)]ALKA), Acta crystallographica. Section C, Crystal structure communications, 50, 1994, pp. 1482-1485
The crystal structure analysis of the title compound (8-oxotricyclo[7.
3.0 .02,7]dodec-1-yl acetate, C14H20O3) shows that in the transpositio
n reaction causing its formation, the relative positions of the proton
s at the ring junctions are maintained, demonstrating that the process
is a concerted one. The conformation and relevant structural paramete
rs of the molecule, as found in the crystal, are compared with those c
alculated by molecular mechanics for the isolated molecule, providing
evidence that packing effects exert no significant influence on the mo
lecular conformation.