Preparation of the Monoacylates of 2-Substituted (Z)-But-2-ene-1,4-diols Using Porcine Pancreas Lipase

3-Substituted (Z)-4-hydroxybut-2-en-1-yl acylates were regioselectively obtained in 2–98% yields by acylations of the corresponding 2-substituted (Z)-but-2-ene-1,4-diols with 10 equiv of vinyl acylate in the presence of 50 w/w% of porcine pancreas lipase (PPL) Type II. 2-Substituted (Z)-4-hydroxybut...

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Veröffentlicht in:Bulletin of the Chemical Society of Japan 2016-02, Vol.89 (2), p.257-267
Hauptverfasser: Kawashima, Yuya, Ezawa, Tetsuya, Harada, Taisuke, Noguchi, Takuya, Kawasaki, Masashi, Kirihara, Masayuki, Imai, Nobuyuki
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Sprache:eng
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Zusammenfassung:3-Substituted (Z)-4-hydroxybut-2-en-1-yl acylates were regioselectively obtained in 2–98% yields by acylations of the corresponding 2-substituted (Z)-but-2-ene-1,4-diols with 10 equiv of vinyl acylate in the presence of 50 w/w% of porcine pancreas lipase (PPL) Type II. 2-Substituted (Z)-4-hydroxybut-2-en-1-yl acylates were regioselectively obtained in 4–95% yields by hydrolyses of the corresponding 2-substituted (Z)-but-2-ene-1,4-diyl diacylates in the presence of 100 w/w% of PPL Type II.
ISSN:0009-2673
1348-0634
DOI:10.1246/bcsj.20150303