An efficient synthesis of optically active axially chiral anilide and its application to iodine-mediated asymmetric Diels-Alder reaction

Osamu Kitagawa; Hirotaka Izawa; Takeo Taguchi; Motoo Shiro

doi:10.1016/S0040-4039(97)00928-3

An efficient synthesis of optically active axially chiral anilide and its application to iodine-mediated asymmetric Diels-Alder reaction

Osamu Kitagawa, Hirotaka Izawa, Takeo Taguchi, Motoo Shiro

研究成果: Article › 査読

83 被引用数 (Scopus)

抄録

A new axially chiral N-acryl-N-allyl-o-tert-butylanilide with high optical purity (96-97 %ee) was prepared in good yield from (S)-O-acetyl lactic acid and N-allyl o-t-butylaniline. Iodine mediated Diels-Alder reaction of the axially chiral N-acryl anilide with cyclopentadiene or isoprene proceeded with high diastereoselectivity.

本文言語	English
ページ（範囲）	4447-4450
ページ数	4
ジャーナル	Tetrahedron Letters
巻	38
号	25
DOI	https://doi.org/10.1016/S0040-4039(97)00928-3
出版ステータス	Published - 1997 6月 23
外部発表	はい

ASJC Scopus subject areas

生化学
創薬
有機化学

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10.1016/S0040-4039(97)00928-3

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引用スタイル

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