Thermally induced and silver-salt-catalyzed [2+2] cycloadditions of imines to (Alkoxymethylene)cyclopropanes

Itaru Nakamura, Tetsuya Nemoto, Yoshinori Yamamoto, Meijere De Armin

Research output: Contribution to journalArticlepeer-review

44 Citations (Scopus)

Abstract

(Chemical Equation Presented) A silver lining: [2+2] Cycloadditions of imines 2 to (alkoxymethylene)cyclopropanes 1 proceed readily at 80°C and ambient pressure to furnish spirocyclopropanated 2-alkoxyazetidines 3 in good to excellent yields. The same reaction can be brought about at 30°C in the presence of a catalytic amount of [Ag(fod)] (fod = 6,6,7,7,8,8,8-heptafluoro-2, 2-dimethyl-3,5-octanedionato).

Original languageEnglish
Pages (from-to)5176-5179
Number of pages4
JournalAngewandte Chemie - International Edition
Volume45
Issue number31
DOIs
Publication statusPublished - 2006 Aug 4

Keywords

  • Amino acids
  • Cycloaddition
  • Cyclopropanes
  • Homogeneous catalysis
  • Silver

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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