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From aryl bromides to enantioenriched benzylic alcohols in a single flask: Catalytic asymmetric arylation of aldehydes

  • Jeung Gon Kim*
  • , Patrick J. Walsh
  • *Corresponding author for this work
  • University of Pennsylvania

Research output: Contribution to journalJournal articlepeer-review

Abstract

(Chemical Equation Presented) Stop that achiral catalyst! Chiral Lewis acid catalyzed aryl additions to aldehydes that originate from aryl halides generate products with very low ee values (see scheme, left), because the achiral metal halide by-products are much more efficient catalysts than those derived from chiral amino alcohols. A LiCl-selective inhibitor is introduced that enables a highly enantioselective one-pot arylation of aldehydes that begins with aryl bromides (right).

Original languageEnglish
Pages (from-to)4175-4178
Number of pages4
JournalAngewandte Chemie - International Edition
Volume45
Issue number25
DOIs
StatePublished - 2006.06.19

Keywords

  • Addition reactions
  • Alcohols
  • Aldehydes
  • Asymmetric catalysis
  • Zinc reagents

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