Estimating the Stereoinductive Potential of Cinchona Alkaloids with a Prochiral Probe Approach.

[摘要]：Cinchona alkaloids occupy a privileged status due to their optimal possession of two desirable properties, namely catalytic efficiency and stereoselectivity. This paper proposes a new quant. measure, the energy difference between the adducts formed by re and si face attack to Mosher's cation (DMOSCAre-si) as a measure of stereoinductive potential, by taking the example of cinchona alkaloids. Other descriptors such as Me cation affinities and the one based on continuous symmetry measures are also estd. and correlated with DMOSCAre-si values.

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