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

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

27 Citations (Scopus)

Abstract

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.

Original language	English
Pages (from-to)	709-721
Number of pages	13
Journal	Heterocycles
Volume	72
DOIs	https://doi.org/10.3987/com-07-s(k)63
Publication status	Published - Apr 13 2007
Externally published	Yes

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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abstract = "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.",

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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JF - Heterocycles

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ER -

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

Abstract

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