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

研究成果: Article

30 引用（Scopus）

抜粋

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.

元の言語	English
ページ（範囲）	615-618
ページ数	4
ジャーナル	Tetrahedron Letters
巻	38
発行部数	4
DOI	https://doi.org/10.1016/S0040-4039(96)02405-7
出版物ステータス	Published - 1997 1 27
外部発表	Yes

フィンガープリント

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Drug Discovery

これを引用

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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AU - Taguchi, Takeo

PY - 1997/1/27

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AB - 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.

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文献にアクセス

10.1016/S0040-4039(96)02405-7