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Three-component Heck–Diels–Alder cascade processes involving alkylallenes, aryl iodides and dienophiles |
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| Authors: | Stephen Brown Ronald Grigg Joanne Hinsley Stewart Korn Visuvanathar Sridharan Michael D Uttley |
| Institution: | a Syngenta, Process Technology Department, Huddersfield Works, Huddersfileld HD2 1FF, UK b Molecular Innovation, Diversity and Automated Synthesis (MIDAS) Centre, School of Chemistry, Leeds University, Leeds LS2 9JT, UK c Avecia Lifesciences Molecules, P. O. Box 521, Leeds Road, Huddersfield HD2 1GA, UK |
| Abstract: | 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. |
| Keywords: | palladium catalysis 1 3-dienes Diels–Alder allenes |
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