Preparation of Optically Active α-Hydroxy Acid Derivatives by Microbial Hydrolysis of Cyanohydrins and Its Application to the Synthesis of (R)-4-Dodecanolide

Hideaki Kakeya, Naoko Sakai, Takeshi Sugai, Hiromichi Ohta

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Abstract

Both enantiomers of aliphatic and aromatic cyanohydrins were hydrolyzed with the aid of Rhodococcus butanica ATCC 21197 to afford optically active α-hydroxy acids. The usefulness of this reaction is demonstrated by the synthesis of optically pure (R)-4-dodecanolide, a defensive secretion of rove beetles, starting from (R)-2-hydroxydecanenitrile.

Original languageEnglish
Pages (from-to)1877-1881
Number of pages5
JournalAgricultural and Biological Chemistry
Volume55
Issue number7
DOIs
Publication statusPublished - 1991

ASJC Scopus subject areas

  • Biochemistry, Genetics and Molecular Biology(all)
  • Agricultural and Biological Sciences(all)

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