Catalytic enantioselective aziridination of alkenes using chiral dirhodium(II) carboxylates

Minoru Yamawaki; Masahiko Tanaka; Takumi Abe; Masahiro Anada; Shunichi Hashimoto

doi:10.3987/com-07-s(k)63

Catalytic enantioselective aziridination of alkenes using chiral dirhodium(II) carboxylates

Minoru Yamawaki, Masahiko Tanaka, Takumi Abe, Masahiro Anada, Shunichi Hashimoto

研究成果 › 査読

29 被引用数 (Scopus)

抄録

The enantioselective aziridination of alkenes with [N-(4-nitrophenylsulfonyl) imino[phenyliodinane catalyzed by dirhodium(II) tetrakis[N-tetrachlorophthaloyl-(S)-tert-leucinate[, Rh₂(S-TCPTTL)₄, is described. While such enantioselectivities are highly dependent on the properties of the alkenes, 2,2-dimethylchromene was found to be a particularly suitable substrate which can be efficiently transformed into the aziridine product in 98% yield with 94% ee.

本文言語	English
ページ（範囲）	709-721
ページ数	13
ジャーナル	Heterocycles
巻	72
DOI	https://doi.org/10.3987/com-07-s(k)63
出版ステータス	Published - 4月 13 2007
外部発表	はい

ASJC Scopus subject areas

分析化学
薬理学
有機化学

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author = "Minoru Yamawaki and Masahiko Tanaka and Takumi Abe and Masahiro Anada and Shunichi Hashimoto",

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T1 - Catalytic enantioselective aziridination of alkenes using chiral dirhodium(II) carboxylates

AU - Yamawaki, Minoru

AU - Tanaka, Masahiko

AU - Abe, Takumi

AU - Anada, Masahiro

AU - Hashimoto, Shunichi

PY - 2007/4/13

Y1 - 2007/4/13

N2 - The enantioselective aziridination of alkenes with [N-(4-nitrophenylsulfonyl) imino[phenyliodinane catalyzed by dirhodium(II) tetrakis[N-tetrachlorophthaloyl-(S)-tert-leucinate[, Rh2(S-TCPTTL)4, is described. While such enantioselectivities are highly dependent on the properties of the alkenes, 2,2-dimethylchromene was found to be a particularly suitable substrate which can be efficiently transformed into the aziridine product in 98% yield with 94% ee.

AB - The enantioselective aziridination of alkenes with [N-(4-nitrophenylsulfonyl) imino[phenyliodinane catalyzed by dirhodium(II) tetrakis[N-tetrachlorophthaloyl-(S)-tert-leucinate[, Rh2(S-TCPTTL)4, is described. While such enantioselectivities are highly dependent on the properties of the alkenes, 2,2-dimethylchromene was found to be a particularly suitable substrate which can be efficiently transformed into the aziridine product in 98% yield with 94% ee.

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Catalytic enantioselective aziridination of alkenes using chiral dirhodium(II) carboxylates

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