Asymmetric Induction - Carbonyl 1,3 Asymmetric Induction

Carbonyl 1,3 Asymmetric Induction

It has been observed that the stereoelectronic environment at the β-carbon of can also direct asymmetric induction. A number of predictive models have evolved over the years to define the stereoselectivity of such reactions.

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Carbonyl 1,3 Asymmetric Induction - Evans Model
... Evans presented a different model for nonchelate 1,3-inductions ... The polar X group at the β-stereocenter is placed anti- to the carbonyl to reduce dipole interactions, and Rβ is placed anti- to the aldehyde group to minimize the steric hindrance ... Consequently, the 1,3-anti-diol would be predicted as the major product ...

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    One might get the impression that I recommend a new methodology which replaces induction by counterinduction and uses a multiplicity of theories, metaphysical views, fairy tales, instead of the customary pair theory/observation. This impression would certainly be mistaken. My intention is not to replace one set of general rules by another such set: my intention is rather to convince the reader that all methodologies, even the most obvious ones, have their limits.
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