Asymmetric reduction of ethyl 2-methyl 3-oxobutanoate by fungi

Kenzo Iwamoto; Takayuki Kuramoto; Minoru Izumi; Mitsunori Kirihata; Takaaki Dohmaru; Fumiki Yoshizako

doi:10.1271/bbb.64.194

Asymmetric reduction of ethyl 2-methyl 3-oxobutanoate by fungi

Kenzo Iwamoto, Takayuki Kuramoto, Minoru Izumi, Mitsunori Kirihata, Takaaki Dohmaru, Fumiki Yoshizako

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

7 Citations (Scopus)

Abstract

Seven fungi, which are found to reduce ethyl 3-oxobutanoate in high yields, were tested for their reducing ability for ethyl 2-methyl 3-oxobutanoate. We obtained some interesting findings. In particular, Penicillium purpurogenum reduced ethyl 2-methyl 3-oxobutanoate to the corresponding alcohols with the diastereomer (anti/syn) ratio of 93/7 with the enantiomeric excess of anti-(2S, 3S)- and syn-(2S, 3R)-hydroxy esters of 90 and >99ee%, respectively.

Original language	English
Pages (from-to)	194-197
Number of pages	4
Journal	Bioscience, Biotechnology and Biochemistry
Volume	64
Issue number	1
DOIs	https://doi.org/10.1271/bbb.64.194
Publication status	Published - Jan 2000
Externally published	Yes

Keywords

(2S, 3R)-ethyl 2-methyl 3-hydroxybutanoate
(2S, 3S)-ethyl 2-methyl 3-hydroxybutanoate
Asymmetric reduction
Ethyl 2-methyl 3-oxobutanoate
Penicillium purpurogenum

ASJC Scopus subject areas

Biotechnology
Analytical Chemistry
Biochemistry
Applied Microbiology and Biotechnology
Molecular Biology
Organic Chemistry

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title = "Asymmetric reduction of ethyl 2-methyl 3-oxobutanoate by fungi",

abstract = "Seven fungi, which are found to reduce ethyl 3-oxobutanoate in high yields, were tested for their reducing ability for ethyl 2-methyl 3-oxobutanoate. We obtained some interesting findings. In particular, Penicillium purpurogenum reduced ethyl 2-methyl 3-oxobutanoate to the corresponding alcohols with the diastereomer (anti/syn) ratio of 93/7 with the enantiomeric excess of anti-(2S, 3S)- and syn-(2S, 3R)-hydroxy esters of 90 and >99ee%, respectively.",

keywords = "(2S, 3R)-ethyl 2-methyl 3-hydroxybutanoate, (2S, 3S)-ethyl 2-methyl 3-hydroxybutanoate, Asymmetric reduction, Ethyl 2-methyl 3-oxobutanoate, Penicillium purpurogenum",

author = "Kenzo Iwamoto and Takayuki Kuramoto and Minoru Izumi and Mitsunori Kirihata and Takaaki Dohmaru and Fumiki Yoshizako",

year = "2000",

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doi = "10.1271/bbb.64.194",

language = "English",

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AU - Iwamoto, Kenzo

AU - Kuramoto, Takayuki

AU - Izumi, Minoru

AU - Kirihata, Mitsunori

AU - Dohmaru, Takaaki

AU - Yoshizako, Fumiki

PY - 2000/1

Y1 - 2000/1

N2 - Seven fungi, which are found to reduce ethyl 3-oxobutanoate in high yields, were tested for their reducing ability for ethyl 2-methyl 3-oxobutanoate. We obtained some interesting findings. In particular, Penicillium purpurogenum reduced ethyl 2-methyl 3-oxobutanoate to the corresponding alcohols with the diastereomer (anti/syn) ratio of 93/7 with the enantiomeric excess of anti-(2S, 3S)- and syn-(2S, 3R)-hydroxy esters of 90 and >99ee%, respectively.

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KW - (2S, 3S)-ethyl 2-methyl 3-hydroxybutanoate

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