Asymmetric allylic substitution catalyzed by C-1-symmetrical complexes of molybdenum: Structural requirements of the ligand and the stereochemical course of the reaction

Andrei V. Malkov*, Lanre Gouriou, Guy C. Lloyd-Jones, Ivo Stary, Vratislav Langer, Paul Spoor, Victoria Vinader, Pavel Kocovsky

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

Application of new chiral ligands (R)-(-)-12a and (S)-(+)-12c (VALDY), derived from amino acids, to the title reaction, involving cinnamyl (linear) and isocinnamyl (branched) type substrates (4 and 5 -> 6), led to excellent regio- and enantioselectivities (> 30:1,

Original languageEnglish
Pages (from-to)6910-6929
Number of pages20
JournalChemistry - A European Journal
Volume12
Issue number26
DOIs
Publication statusPublished - 6 Sep 2006

Keywords

  • allylic
  • substitution
  • asymmetric catalysis
  • chiral ligands
  • deuterium labeling
  • memory effect
  • molybdenum
  • SYN-ANTI DICHOTOMY
  • (PI-ALLYL)PALLADIUM COMPLEXES
  • OXIDATIVE ADDITION
  • 1,10-PHENANTHROLINE LIGANDS
  • ALKYLATION REACTION
  • NEIGHBORING GROUPS
  • METAL-COMPLEXES
  • 1ST OBSERVATION
  • AMINO-ACIDS
  • PALLADIUM

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