Enantioselective Intermolecular Pd-Catalyzed Hydroalkylation of Acyclic 1,3-Dienes with Activated Pronucleophiles.

Journal Article (Journal Article)

We report a highly enantioselective Pd-PHOX-catalyzed intermolecular hydroalkylation of acyclic 1,3-dienes. Meldrum's acid derivatives and other activated C-pronucleophiles, such as β-diketones and malononitriles, react with a variety of aryl- and alkyl-substituted dienes in ≤20 h at room temperature. The coupled products, obtained in up to 96% yield and 97.5:2.5 er, are easily transformed into useful chemical building blocks for downstream synthesis.

Full Text

Duke Authors

Cited Authors

  • Adamson, NJ; Wilbur, KCE; Malcolmson, SJ

Published Date

  • February 2018

Published In

Volume / Issue

  • 140 / 8

Start / End Page

  • 2761 - 2764

PubMed ID

  • 29446922

Pubmed Central ID

  • PMC5937024

Electronic International Standard Serial Number (EISSN)

  • 1520-5126

International Standard Serial Number (ISSN)

  • 0002-7863

Digital Object Identifier (DOI)

  • 10.1021/jacs.7b13300


  • eng