Pressure Activation in Organic Synthesis

Author: Jenner, Gerard

Source: Advances in Organic Synthesis, Volume 1, Number 1, March 2005 , pp. 25-80(56)

Publisher: Bentham Science Publishers

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Abstract:

High pressure activation is presented as a potent synthetic strategy depending on the magnitude of the activation volume. Coupling of high pressure with ancillary activation methods such as catalysis widens the methodology. The application fields are reviewed: Diels-Alder reactions, 1,3- dipolar cycloadditions, [2+2] cycloadditions, Michael and related reactions, Baylis-Hillman additions etc... Many valuable substances can be synthesized in this way. Some recent developments are outlined, directed toward generation of pressure by water freezing, supramolecular chemistry, inhibition of steric hindrance.

Keywords: baeyer-villiger oxidation; activation modes; transition state; electrostriction; thermolysis; copolymerization; lewis acid catalyzed reactions; enaminoketones; palladium-catalyzed coupling; heck coupling

Document Type: Review article

DOI: http://dx.doi.org/10.2174/1574087054583012

Affiliations: 1: Laboratoire de Piezochimie Organique (UMR CNRS 7123), Faculte de Chimie, Universite Louis Pasteur, 67008 Strasbourg, France.

Publication date: 2005-03-01