Asymmetric NHC-catalyzed redox α-amination of α- aroyloxyaldehydes

James E. Taylor, David S.B. Daniels, Andrew D. Smith

Research output: Contribution to journalArticle

40 Citations (Scopus)

Abstract

Asymmetric α-amination through an N-heterocyclic carbene (NHC)-catalyzed redox reaction of α-aroyloxyaldehydes with N-aryl-N-aroyldiazenes to form α-hydrazino esters with high enantioselectivity (up to 99% ee) is reported. The hydrazide products are readily converted into enantioenriched N-aryl amino esters through samarium(II) iodide mediated N-N bond cleavage.

Original languageEnglish
Pages (from-to)6058-6061
Number of pages4
JournalOrganic Letters
Volume15
Issue number23
Early online date11 Nov 2013
DOIs
Publication statusPublished - 6 Dec 2013

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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