The energetics of the stereoselective reduction of norbornan-7-one derivatives have been studied by semiempirical AM1 molecular orbital calculations. It was found that the reaction is kinetically controlled; correct prediction of the selectivity is possible only on the basis of the relative energies of the transition states of the reaction. Theoretically calculated and experimental anti-syn product ratios are in semiquantitative agreement, in contrast to results obtained from molecular electrostatic potentials. Geometry relaxation of the transition state is essential in obtaining reliable isomer ratios.
|Number of pages||4|
|Journal||Journal of the Chemical Society. Perkin Transactions 2|
|Publication status||Published - Oct 1996|
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