Diastereo- and regioselective palladium–indium bimetallic cyclisation–Barbier-type allylation cascades

✍ Scribed by Ian R. Cooper; Ronald Grigg; William S. MacLachlan; Visuvanathar Sridharan; Mark Thornton-Pett

• Book ID: 104252549
• Publisher: Elsevier Science
• Year: 2003
• Tongue: French
• Weight: 199 KB
• Volume: 44
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(02)02428-0

✦ Synopsis

A new diastereo-and regioselective Pd/In bimetallic cascade process which assembles three contiguous chiral centres is described. Pd(0)-catalysed cyclisation of aryl iodides onto proximate 1,3-dienes generates p-allylpalladium(II) species, transmetallation with indium and subsequent Barbier-type addition to aldehydes affords heterocyclic homoallylic alcohols.