Diastereoselective cobalt-catalyzed alkylative aldol cyclizations using trialkylaluminum reagents

Mairi E. Rudkin, Pekka M. Joensuu, William S. MacLachlan, Hon Wai Lam

Research output: Contribution to journalArticlepeer-review

Abstract

Co(acac)(2)center dot 2H(2)O serves as an effective precatalyst for alkylative aldol cyclizations of alpha,beta-unsaturated amides with ketones using trialkylaluminum reagents. These reactions provide beta-hydroxylactams containing three contiguous stereocenters with high levels of diastereoselection.

Original languageEnglish
Pages (from-to)2939-2942
Number of pages4
JournalOrganic letters
Volume10
Issue number14
DOIs
Publication statusPublished - 17 Jul 2008

Keywords

  • TANDEM CONJUGATE ADDITION
  • ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS
  • 1,4-ADDITION-ALDOL REACTION
  • ENANTIOSELECTIVE SYNTHESIS
  • STOICHIOMETRIC REDUCTANT
  • KETONES
  • ENONES
  • TRIMETHYLALUMINUM
  • DIETHYLZINC
  • TRANSFORMATIONS

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