preparation of (s)-1-halo-2-octanols using ionic liquids and biocatalysts准备(s)1-halo-2-octanols使用离子液体和生物催化剂.pdfVIP

Molecules 2009, 14, 4275-4283; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Communication Preparation of (S)-1-Halo-2-octanols Using Ionic Liquids and Biocatalysts † Mireia Oromí-Farrús 1, Jordi Eras 1, Núria Sala 2, Mercè Torres 2,* and Ramon Canela 1,* 1 Chemistry Department, Lleida University, 25198-Lleida, Spain; E-Mails: mireia.oromi@quimica.udl.cat (M.O-F.); eras@quimica.udl.cat (J.E.) 2 Food Technology Department, Lleida University, 25198-Lleida, Spain; E-Mail: nsala@tecal.udl.cat (N.S.) † This paper is taken in part from the Ph.D. thesis of Mireia Oromí-Farrús. * Authors to whom correspondence should be addressed: E-Mails: canela@quimica.udl.cat (R.C.); mtorres@tecal.udl.cat (M.T.) Received: 31 August 2009; in revised form: 26 September 2009 / Accepted: 16 October 2009 / Published: 23 October 2009 Abstract: Preparation of (S)-1-chloro-2-octanol and (S)-1-bromo-2-octanol was carried out by the enzymatic hydrolysis of halohydrin palmitates using biocatalysts. Halohydrin palmitates were prepared by various methods from palmitic acid and 1,2-octanediol. A ® ) tandem hydrolysis was carried out using lipases from Candida antarctica (Novozym 435 , Rhizomucor miehei (Lipozyme IM), and “resting cells” from a Rhizopus oryzae strain that was not mycotoxigenic. The influence of the enzyme and the reaction medium on the