Synthesis of the (4R,5R)-Isomer of 5-Hydroxy-6-phenyl-4-hexanolide, a Lateral Root-inducing Substance Isolated from Erwinia quercina

Takeshi Sugai, Hajime Noguchi, Hiromichi Ohta

研究成果: Article査読

7 被引用数 (Scopus)

抄録

Lipase-catalyzed enantioselective lactonization of racemic methyl 6-phenyl-4-hydroxy-5-hexynoate worked well to afford (R)-6-phenyl-5-hexyn-4-olide (42% yield, 81% e.e.). The e.e. of the product was enhanced to 97% by the repetition of enzymatic reaction. From this lactone, (4R,5R)-isomer of 5-hydroxy-6-phenyl-4-hexanolide, a lateral root inducing substance from Erwinia quercina was synthesized via a selective epoxidation of the intermediate and subsequent hydrogenolysis as the keystep.

本文言語English
ページ(範囲)122-126
ページ数5
ジャーナルBioscience, Biotechnology, and Biochemistry
56
1
DOI
出版ステータスPublished - 1992 1月 1

ASJC Scopus subject areas

  • バイオテクノロジー
  • 分析化学
  • 生化学
  • 応用微生物学とバイオテクノロジー
  • 分子生物学
  • 有機化学

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