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The domino chemistry approach to molecular complexity: high-yielding bis-hetero intramolecular Diels-Alder reactions with ketone components

Journal

TETRAHEDRON-ASYMMETRY
Volume 17, Issue 17, Pages 2565-2591

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetasy.2006.09.003

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The bis-keto-hetero-IMDA option, with two ketone components (both the heterodiene and heterodienophile moieties) has been examined in several representative domino templates with the aim of ultimately developing efficient methods for the synthesis of structurally complex natural products. The domino sequence could also be activated efficiently by utilizing the less toxic iodobenzene diacetate as the oxidative cleavage/[4+2] promoter while it is unbiased to the nature of substitution around the bicyclic framework. (c) 2006 Elsevier Ltd. All rights reserved.

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