Enantioselective transesterifications of 2-methyl-1-alcohols catalysed by lipases from Pseudomonas

• Published in: Tetrahedron: asymmetry Vol. 5; no. 5; pp. 785 - 788
• Main Authors: Nordin, On, Hedenström, Erik, Högberg, Hans-Erik
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 01.05.1994; Elsevier; Elsevier Science
• Subjects: Bioconversions. Hemisynthesis; Biological and medical sciences; Biotechnology; Chemistry; Chemistry, Inorganic & Nuclear; Chemistry, Organic; Chemistry, Physical; Exact sciences and technology; Fundamental and applied biological sciences. Psychology; Methods. Procedures. Technologies; Organic chemistry; Physical Sciences; Science & Technology; WATER ACTIVITY; PHEROMONE; PS; KINETIC RESOLUTIONS; REDUCTION; ORGANIC-SOLVENTS; BLOCKS; ENANTIOMERS; ESTERIFICATION; Pseudomonadales; Five membered ring; Enzyme; Aliphatic compound; Triacylglycerol lipase; Esterases; Transesterification; Pseudomonas; Carboxylic ester hydrolases; Primary alcohol; Organic solvent; Sulfur heterocycle; Optical resolution; Medium effect; Bacteria; Hydrolases; Pseudomonadaceae; Enantiomeric excess; Kinetics

Racemic β-methyl-2-thiophenepropanol was resolved ( E ≈ 200) via transesterification catalysed by lipase from Pseudomonas flourescens using an excess of vinyl acetate in chloroform at an initial water activity: a w = 0.32. When trying to resolve rac-2-methyl-l-alkanols more modest E values were obta...