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

Osamu Kitagawa; Masao Fujita; Hua Li; Takeo Taguchi

doi:10.1016/S0040-4039(96)02405-7

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

Osamu Kitagawa, Masao Fujita, Hua Li, Takeo Taguchi

Research output: Contribution to journal › Article

30 Citations (Scopus)

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 language	English
Pages (from-to)	615-618
Number of pages	4
Journal	Tetrahedron Letters
Volume	38
Issue number	4
DOIs	https://doi.org/10.1016/S0040-4039(96)02405-7
Publication status	Published - 1997 Jan 27
Externally published	Yes

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ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Drug Discovery

Cite this

Kitagawa, O., Fujita, M., Li, H., & Taguchi, T. (1997). Regio-controlled iodoaminocyclization reaction of an ambident nucleophile mediated by LiAl(Ot-Bu)₄. Tetrahedron Letters, 38(4), 615-618. https://doi.org/10.1016/S0040-4039(96)02405-7

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10.1016/S0040-4039(96)02405-7