Regio-controlled iodoaminocyclization reaction of an ambident nucleophile mediated by LiAl(Ot-Bu)4

Osamu Kitagawa, Masao Fujita, Hua Li, Takeo Taguchi

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Abstract

A new and general method of iodine-mediated cyclization reactions of unsaturated carbamates, ureas and amides which gives N-cyclized products as a single regio-isomer was achieved. The present reaction proceeds in good yield through regio-control of an ambident nucleophile by LiAl(Ot-Bu)4, and the regio-control (N-attack vs O-attack) was also found to be remarkably affected by the additive employed.

Original languageEnglish
Pages (from-to)615-618
Number of pages4
JournalTetrahedron Letters
Volume38
Issue number4
DOIs
Publication statusPublished - 1997 Jan 27
Externally publishedYes

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ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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