Diastereoselective intermolecular cobalt-catalyzed reductive aldol reactions of alpha,beta-unsaturated Amides with ketones

Ralph J. R. Lumby, Pekka M. Joensuu, Hon Wai Lam

Research output: Contribution to journalArticlepeer-review

Abstract

Under cobalt catalysis, diethylzinc mediates the conjugate reduction of alpha,beta-unsaturated amides to produce ethylzinc enolates that react with ketones in situ to produce tertiary alcohol-containing aldol products with up to >19:1 diastereoselectivity.

Original languageEnglish
Pages (from-to)4367-4370
Number of pages4
JournalOrganic letters
Volume9
Issue number21
DOIs
Publication statusPublished - 11 Oct 2007

Keywords

  • ENANTIOSELECTIVE CONJUGATE ADDITION
  • ASYMMETRIC ZN CATALYSIS
  • DINUCLEAR ZINC CATALYST
  • MANNICH-TYPE REACTION
  • REFORMATSKY REACTION
  • ET2ZN/LINKED-BINOL COMPLEX
  • ALPHA-ARYLATION
  • BETA-AMINO
  • ORGANOZINC REAGENTS
  • ORGANIC-SYNTHESIS

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