Diels-Alder reaction of N-allylic enamides and lactam derivatives through iodine mediated activation

Osamu Kitagawa; Katsuyuki Aoki; Tadashi Inoue; Takeo Taguchi

doi:10.1016/0040-4039(94)02261-9

Diels-Alder reaction of N-allylic enamides and lactam derivatives through iodine mediated activation

Osamu Kitagawa, Katsuyuki Aoki, Tadashi Inoue, Takeo Taguchi

Research output: Contribution to journal › Article › peer-review

21 Citations (Scopus)

Abstract

The Diels-Alder reaction of N-allylic enamide and α,β-unsaturated lactam derivatives proceeded in the presence of I₂ at low temperature through a cationic iodolactonization intermediate. With some substrates, this method of activation was proved to be more effective than by use of Lewis acids.

Original language	English
Pages (from-to)	593-596
Number of pages	4
Journal	Tetrahedron Letters
Volume	36
Issue number	4
DOIs	https://doi.org/10.1016/0040-4039(94)02261-9
Publication status	Published - 1995 Jan 23
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/0040-4039(94)02261-9

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title = "Diels-Alder reaction of N-allylic enamides and lactam derivatives through iodine mediated activation",

abstract = "The Diels-Alder reaction of N-allylic enamide and α,β-unsaturated lactam derivatives proceeded in the presence of I2 at low temperature through a cationic iodolactonization intermediate. With some substrates, this method of activation was proved to be more effective than by use of Lewis acids.",

author = "Osamu Kitagawa and Katsuyuki Aoki and Tadashi Inoue and Takeo Taguchi",

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AU - Kitagawa, Osamu

AU - Aoki, Katsuyuki

AU - Inoue, Tadashi

AU - Taguchi, Takeo

PY - 1995/1/23

Y1 - 1995/1/23

N2 - The Diels-Alder reaction of N-allylic enamide and α,β-unsaturated lactam derivatives proceeded in the presence of I2 at low temperature through a cationic iodolactonization intermediate. With some substrates, this method of activation was proved to be more effective than by use of Lewis acids.

AB - The Diels-Alder reaction of N-allylic enamide and α,β-unsaturated lactam derivatives proceeded in the presence of I2 at low temperature through a cationic iodolactonization intermediate. With some substrates, this method of activation was proved to be more effective than by use of Lewis acids.

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JO - Tetrahedron Letters

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Diels-Alder reaction of N-allylic enamides and lactam derivatives through iodine mediated activation

Abstract

ASJC Scopus subject areas

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