Catalytic asymmetric and chemoselective aerobic oxidation: Kinetic resolution of sec-alcohols

Kouta Masutani; Tatsuya Uchida; Ryo Irie; Tsutomu Katsuki

doi:10.1016/S0040-4039(00)00787-5

Catalytic asymmetric and chemoselective aerobic oxidation: Kinetic resolution of sec-alcohols

Kouta Masutani, Tatsuya Uchida, Ryo Irie, Tsutomu Katsuki

Division for Experimental Natural Science

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

139 Citations (Scopus)

Abstract

Optically active (nitroso)(salen)ruthenium(II) chloride (2) was found to be an efficient catalyst for aerobic oxidation of racemic secondary alcohols under irradiation with a halogen or fluorescent lamp, which proceeded with good enantiomer-differentiation (k(rel) = 11-20). Furthermore, no epoxidation was observed in the oxidation of racemic 4-phenyl-3-buten-2-ol. (C) 2000 Elsevier Science Ltd.

Original language	English
Pages (from-to)	5119-5123
Number of pages	5
Journal	Tetrahedron Letters
Volume	41
Issue number	26
DOIs	https://doi.org/10.1016/S0040-4039(00)00787-5
Publication status	Published - Jun 24 2000

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)00787-5

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abstract = "Optically active (nitroso)(salen)ruthenium(II) chloride (2) was found to be an efficient catalyst for aerobic oxidation of racemic secondary alcohols under irradiation with a halogen or fluorescent lamp, which proceeded with good enantiomer-differentiation (k(rel) = 11-20). Furthermore, no epoxidation was observed in the oxidation of racemic 4-phenyl-3-buten-2-ol. (C) 2000 Elsevier Science Ltd.",

author = "Kouta Masutani and Tatsuya Uchida and Ryo Irie and Tsutomu Katsuki",

note = "Funding Information: Financial support from a Grant-in-Aid for Scientific Research from the Ministry of Education, Science, Sports, and Culture, Japan, is gratefully acknowledged.",

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T1 - Catalytic asymmetric and chemoselective aerobic oxidation

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AU - Masutani, Kouta

AU - Uchida, Tatsuya

AU - Irie, Ryo

AU - Katsuki, Tsutomu

N1 - Funding Information: Financial support from a Grant-in-Aid for Scientific Research from the Ministry of Education, Science, Sports, and Culture, Japan, is gratefully acknowledged.

PY - 2000/6/24

Y1 - 2000/6/24

N2 - Optically active (nitroso)(salen)ruthenium(II) chloride (2) was found to be an efficient catalyst for aerobic oxidation of racemic secondary alcohols under irradiation with a halogen or fluorescent lamp, which proceeded with good enantiomer-differentiation (k(rel) = 11-20). Furthermore, no epoxidation was observed in the oxidation of racemic 4-phenyl-3-buten-2-ol. (C) 2000 Elsevier Science Ltd.

AB - Optically active (nitroso)(salen)ruthenium(II) chloride (2) was found to be an efficient catalyst for aerobic oxidation of racemic secondary alcohols under irradiation with a halogen or fluorescent lamp, which proceeded with good enantiomer-differentiation (k(rel) = 11-20). Furthermore, no epoxidation was observed in the oxidation of racemic 4-phenyl-3-buten-2-ol. (C) 2000 Elsevier Science Ltd.

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JO - Tetrahedron Letters

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Catalytic asymmetric and chemoselective aerobic oxidation: Kinetic resolution of sec-alcohols

Abstract

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