4.4 Article

Three-component Heck-Diels-Alder cascade processes involving alkylallenes, aryl iodides and dienophiles

Journal

TETRAHEDRON
Volume 57, Issue 52, Pages 10347-10355

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(01)01062-6

Keywords

palladium catalysis; 1,3-dienes; Diels-Alder; allenes

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A wide variety of aryl/heteroaryl iodides undergo an intermolecular Heck reaction with alkylallenes to furnish 1,3-dienes. These subsequently react in situ with various dienophiles to give Diels-Alder adducts. The chemistry has been extended to incorporate cyclisation-anion capture methodology and the stereochemistry of the products has been determined. (C) 2001 Elsevier Science Ltd. All rights reserved.

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