Enantioselective [3+2] cycloaddition of azomethine ylides and aldehydes: Via Ni/bis(oxazoline)-catalyzed ring opening of N-tosylaziridines through a chirality transfer approach

  • Xingxing Wu
  • , Wei Zhou
  • , Hai Hong Wu
  • , Junliang Zhang*
  • *Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

39 Scopus citations

Abstract

A diastereo-and enantioselective formal [3+2] cycloaddition of N-tosylaziridines and aldehydes catalyzed by a Ni(ii)-bisoxazoline complex has been accomplished. The 1,3-oxazolidine products are obtained with high diastereoselectivity, good yields (up to 99%) and high ee values (up to 96% ee). The challenging long distant stereocenter control is achieved by a chirality transfer approach.

Original languageEnglish
Pages (from-to)5661-5664
Number of pages4
JournalChemical Communications
Volume53
Issue number41
DOIs
StatePublished - 2017

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