Archive for the ‘ene reaction’ Category

Intermolecular ene reaction

March 29, 2007

This a little overdue…Some interesting chemistry reported in Journal of the American Chemical Society….Interesting not for the products that it produces but for the proposed mechanism, an intermolecular ene-reaction. From a retrosynthetic point of view one can imagine that the product of thisreaction could also be formed just as easily from the corresponding aldehyde via and Aldol reaction instead. However, the authors provide evidence to show that the reactants, as their enols, go through an ene-type process.

Given that this reaction occurs at room temperature simply by mixing the two substrates together is also noteworthy and makes me wonder why nobody had reported this before.

ene-rxn.gif

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