Enantioselective hydrolysis of esters and the oxidation of aromatic-aliphatic alcohols obtained therefrom by Spirodela oligorrhiza

• Published in: Phytochemistry (Oxford) Vol. 26; no. 4; pp. 1001 - 1004
• Main Authors: Pawłowicz, Paweł, Siewínski, Antoni
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier Ltd 1987; Elsevier
• Subjects: (±)-1-(1-naphthyl)-ethyl-acetate; (±)-1-(2-naphthyl)-ethyl-acetate; (±)-1-phenyl-ethyl-acetate; (±)-2-phenyl-butyl-acetate; 2-acetyl-naphthalene; acetophenone; benzyl-acetate; Bioconversions. Hemisynthesis; Biological and medical sciences; Biotechnology; biotransformation; duckweed; Fundamental and applied biological sciences. Psychology; Lemnaceae; Methods. Procedures. Technologies; Spirodela oligorrhiza; benzyl-acetate; biotransformation; (±)-1-(2-naphthyl)-ethyl-acetate; (±)-1-phenyl-ethyl-acetate; acetophenone; Spirodela oligorrhiza; Lemnaceae; 2-acetyl-naphthalene; (±)-1-(1-naphthyl)-ethyl-acetate; (±)-2-phenyl-butyl-acetate; duckweed; Hydrolysis; Ester; Monocotyledones; Vegetals; Enantioselectivity; Biotransformation; Angiospermae; Alcohol; Spermatophyta; Oxidation; Acetate
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/S0031-9422(00)82336-5

Spirodela oligorrhiza hydrolyses benzyl acetate and enantiospecifically hydrolyses the acetates of racemic mixtures of 1-phenyl-ethanol, 1-(1-naphthyl)-ethanol, 1-(2-naphthyl)-ethanol, and 2-phenyl-butanol. The R alcohols are formed faster. Two of the resulting alcohols, 1-phenyl-ethanol and 1-(2-naphthyl)-ethanol, undergo an enantiospecific oxidation. Here, the S enantiomers react faster.