4.0 Article

Cleft molecules as organocatalysts in an asymmetric hetero-Diels-Alder reaction

Journal

TETRAHEDRON-ASYMMETRY
Volume 18, Issue 7, Pages 885-891

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetasy.2007.03.018

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The synthesis and application of chiral carbocyclic cleft molecules derived from 2,3:6,7-dibenzobicyclo[3.3.1]nona-2,6-diene-4,8-diene in the hetero-Diels-Alder reaction of benzaldehydes and aminodiene 14 is presented. Catalysis by single hydrogen-bond activation gave up to 52% ee. (c) 2007 Elsevier Ltd. All rights reserved.

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