4.4 Article

Synthesis of aromatic aldehydes by organocatalytic [4+2] and [3+3] cycloaddition of α,β-unsaturated aldehydes

Journal

TETRAHEDRON
Volume 63, Issue 13, Pages 2840-2850

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2007.01.039

Keywords

organocatalysis; proline; cycloaddition; unsaturated aldehyde

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Organocatalytic inter- and intramolecular [4+2] and [3+3] cycloadditions of alpha,beta-unsaturated aldehydes to give polysubstituted aromatic aldehydes are described. High periselectivity for the cycloadditions, with catalyst effects exerted by L-proline and pyrrolidine-HOAc, as well as cocatalyst, additive effects, has been observed. (c) 2007 Elsevier Ltd. All rights reserved.

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