A Simple and Broadly Applicable C−N Bond Forming Dearomatization Protocol Enabled by Bifunctional Amino Reagents

Xiao-Feng Ma, Joshua Farndon, Tom Young, Natalie Fey, John Bower

Research output: Contribution to journalArticle (Academic Journal)

25 Citations (Scopus)
429 Downloads (Pure)

Abstract

A C-N bond forming dearomatization protocol with broad scope is outlined. Specifically, bifunctional amino-reagents are used for sequential nucleophilic and electrophilic C-N bond formations, with the latter effecting the key dearomatization step. Using this approach, γ-arylated alcohols are converted to a wide range of differentially protected spirocyclic pyrrolidines in just two or three steps.
Original languageEnglish
Pages (from-to)14531-14535
Number of pages6
JournalAngewandte Chemie - International Edition
Volume56
Issue number46
Early online date11 Oct 2017
DOIs
Publication statusPublished - 13 Nov 2017

Structured keywords

  • BCS and TECS CDTs

Keywords

  • C−N bond
  • dearomatization
  • spirocyclic pyrrolidine

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