Effective chiral ferrocenyl phosphine-thioether ligands in enantioselective palladium-catalyzed allylic alkylations

Hong Yee Cheung, Wing Yiu Yu, Terry T.L. Au-Yeung, Zhongyuan Zhou, Albert S.C. Chan

Research output: Journal article publicationJournal articleAcademic researchpeer-review

33 Citations (Scopus)

Abstract

Chiral ferrocene-derived phosphine-thioether mixed donor ligands supported by heterocycles effected the palladium-catalyzed enantioselective allylic alkylations with excellent yields and enantioselectivities (up to 96% ee). With cyclic and unsymmetrical allylic acetates as substrate, the corresponding alkylated products with enantioselectivities up to 87% ee were obtained. Based on X-ray crystallography and NMR studies, the origin of the observed enantioselectivities is discussed. KGaA.
Original languageEnglish
Pages (from-to)1412-1422
Number of pages11
JournalAdvanced Synthesis and Catalysis
Volume351
Issue number9
DOIs
Publication statusPublished - 1 Jun 2009

Keywords

  • Allylic alkylation
  • Asymmetric catalysis
  • Enantioselectivity
  • Ferrocenes
  • Phosphine-thioether ligands

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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