Asymmetric Synthesis of Optically Active Lactones from Cyclic Acid Anhydrides Using Lipase in Organic Solvents(Organic Chemistry)
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概要
- 論文の詳細を見る
Under heterogeneous conditions, a lipase (Amano P) catalyzed the asymmetric ring opening of 3-substituted glutaric anhydrides with 1-butanol in diisopropyl ether to afford the R mono esters, which were converted to the 3-substituted δ-lactones having 60〜93%e.e. This process offered a practical means for preparing optically active 3-methyl-δ-valerolactone (93%e.e.) which is a useful chiral building block. The enzyme hydrolyzed the corresponding dimethyl esters to give the S mono esters in an aqueous medium. In both reactions, the pro R carbonyl group was preferentially attacled to yield pairs of enantiomers.
- 社団法人日本農芸化学会の論文
- 1988-12-23
著者
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YAMAMOTO Yukio
Departments of Microbiology, Hamamatsu Medical Center
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NISHIOKA Takaaki
Institute for Chemical Research, Kyoto University
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Oda J
Kyoto Univ. Kyoto Jpn
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Oda Junichi
Institute For Chemical Research Kyoto University
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Nishioka T
Kyoto Univ. Kyoto Jpn
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Nishioka Takaaki
Institute For Chemical Research Kyoto University
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YAMAMOTO Kazuyoshi
Institute for Chemical Research, Kyoto University
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Yamamoto Yukio
Department Of Agricultural Chemistry Faculty Of Agriculture Nagoya University
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Yamamoto Kazuyoshi
Institute For Chemical Research Kyoto University
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Yamamoto Yukio
Department Of Chemistry College Of Liberal Arts And Science Kyoto University
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