Highly enantioselective synthesis of chiral 3-substituted indolines by catalytic asymmetric hydrogenation of indoles

Ryoichi Kuwano; Kohei Kaneda; Takashi Ito; Koji Sato; Takashi Kurokawa; Yoshihiko Ito

doi:10.1021/ol049317k

Highly enantioselective synthesis of chiral 3-substituted indolines by catalytic asymmetric hydrogenation of indoles

Ryoichi Kuwano, Kohei Kaneda, Takashi Ito, Koji Sato, Takashi Kurokawa, Yoshihiko Ito

複合領域化学

研究成果: ジャーナルへの寄稿 › 学術誌 › 査読

143 被引用数 (Scopus)

抄録

N-Tosyl 3-substituted indoles were hydrogenated with high enantioselectivities (95-98% ee) by use of a trans-chelating chiral bisphosphine, (S,S)-(R,R)-PhTRAP ligand. The chiral catalyst, which was generated in situ from [Rh(nbd)₂]SbF6, PhTRAP, and Cs ₂CO₃, is useful for enantioselectively synthesizing a range of diverse optically active indolines possessing a chiral carbon at the 3-position.

本文言語	英語
ページ（範囲）	2213-2215
ページ数	3
ジャーナル	Organic letters
巻	6
号	13
DOI	https://doi.org/10.1021/ol049317k
出版ステータス	出版済み - 6月 24 2004

!!!All Science Journal Classification (ASJC) codes

生化学
物理化学および理論化学
有機化学

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10.1021/ol049317k

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title = "Highly enantioselective synthesis of chiral 3-substituted indolines by catalytic asymmetric hydrogenation of indoles",

abstract = "N-Tosyl 3-substituted indoles were hydrogenated with high enantioselectivities (95-98% ee) by use of a trans-chelating chiral bisphosphine, (S,S)-(R,R)-PhTRAP ligand. The chiral catalyst, which was generated in situ from [Rh(nbd)2]SbF6, PhTRAP, and Cs 2CO3, is useful for enantioselectively synthesizing a range of diverse optically active indolines possessing a chiral carbon at the 3-position.",

author = "Ryoichi Kuwano and Kohei Kaneda and Takashi Ito and Koji Sato and Takashi Kurokawa and Yoshihiko Ito",

year = "2004",

month = jun,

day = "24",

doi = "10.1021/ol049317k",

language = "English",

volume = "6",

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journal = "Organic letters",

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T1 - Highly enantioselective synthesis of chiral 3-substituted indolines by catalytic asymmetric hydrogenation of indoles

AU - Kuwano, Ryoichi

AU - Kaneda, Kohei

AU - Ito, Takashi

AU - Sato, Koji

AU - Kurokawa, Takashi

AU - Ito, Yoshihiko

PY - 2004/6/24

Y1 - 2004/6/24

N2 - N-Tosyl 3-substituted indoles were hydrogenated with high enantioselectivities (95-98% ee) by use of a trans-chelating chiral bisphosphine, (S,S)-(R,R)-PhTRAP ligand. The chiral catalyst, which was generated in situ from [Rh(nbd)2]SbF6, PhTRAP, and Cs 2CO3, is useful for enantioselectively synthesizing a range of diverse optically active indolines possessing a chiral carbon at the 3-position.

AB - N-Tosyl 3-substituted indoles were hydrogenated with high enantioselectivities (95-98% ee) by use of a trans-chelating chiral bisphosphine, (S,S)-(R,R)-PhTRAP ligand. The chiral catalyst, which was generated in situ from [Rh(nbd)2]SbF6, PhTRAP, and Cs 2CO3, is useful for enantioselectively synthesizing a range of diverse optically active indolines possessing a chiral carbon at the 3-position.

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U2 - 10.1021/ol049317k

DO - 10.1021/ol049317k

M3 - Article

C2 - 15200323

AN - SCOPUS:3142732882

SN - 1523-7060

VL - 6

SP - 2213

EP - 2215

JO - Organic letters

JF - Organic letters

IS - 13

ER -

Highly enantioselective synthesis of chiral 3-substituted indolines by catalytic asymmetric hydrogenation of indoles

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!!!All Science Journal Classification (ASJC) codes

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