Nickel-catalyzed negishi alkylations of styrenyl aziridines

Chung Yang Huang, Abigail Gutmann Doyle

Research output: Contribution to journalArticle

107 Scopus citations

Abstract

A nickel-catalyzed cross-coupling reaction between N-sulfonyl aziridines and organozinc reagents is reported. The catalytic system comprises an inexpensive and air-stable Ni(II) source and dimethyl fumarate as ligand. Regioselective synthesis of β-substituted amines is possible under mild and functional-group-tolerant conditions. The stereoselectivity of the reaction is consistent with a stereoconvergent mechanism wherein the sulfonamide directs C-C bond formation.

Original languageEnglish (US)
Pages (from-to)9541-9544
Number of pages4
JournalJournal of the American Chemical Society
Volume134
Issue number23
DOIs
StatePublished - Jun 13 2012

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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