Resolution of secondary alcohols via Carica papaya lipase-catalyzed enantioselective acylation.
The Carica papaya lipase-catalyzed acylation of benzylcarbinols with vinyl hexanoate proceeded smoothly and enantiospecifically (E > 200), affording the R-esters and leaving the S-alcohols intact. Thus, this plant lipase proved to be a promising biocatalyst for the resolution of alcohols as well as for that of carboxylic acids reported earlier.
Miyazawa
Toshifumi
T
Department of Chemistry, Faculty of Science and Engineering, Konan University, Higashinada-ku, Kobe 658-8501, Japan. miyazawa@konan-u.ac.jp
Houhashi
Mika
M
Inoue
Yusuke
Y
Murashima
Takashi
T
Yamada
Takashi
T
D000215:Acylation; D000438:Alcohols / Q000737:chemistry* / Q000378:metabolism; D029441:Carica / Q000201:enzymology*; D002384:Catalysis; D002851:Chromatography, High Pressure Liquid; D008049:Lipase / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D013237:Stereoisomerism
D000438:Alcohols; D008049:Lipase