BVMO-catalysed dynamic kinetic resolution of racemic benzyl ketones in the presence of anion exchange resins.

نویسندگان

  • Cristina Rodríguez
  • Gonzalo de Gonzalo
  • Ana Rioz-Martínez
  • Daniel E Torres Pazmiño
  • Marco W Fraaije
  • Vicente Gotor
چکیده

4-Hydroxyacetophenone monooxygenase from Pseudomonas fluorescens ACB was employed in the presence of a weak anion exchange resin to perform dynamic kinetic resolutions of racemic benzyl ketones with high conversions and good optical purities. Different parameters that affect to the efficiency of the enzymatic Baeyer-Villiger oxidation and racemisation were analyzed in order to optimize the activity and selectivity of the biocatalytic system.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Dynamic kinetic resolution of α-substituted β-ketoesters catalyzed by Baeyer-Villiger monooxygenases: access to enantiopure α-hydroxy esters.

Biocatalytic procedures can circumvent some of the drawbacks that classical methodologies present in chemical synthesis. One example is shown by the Baeyer-Villiger (BV) reaction, a process discovered more than 100 years ago that consists in the nucleophilic insertion of one atom of oxygen in the adjacent position of a carbonyl moiety affording esters or lactones. This reaction proceeds using p...

متن کامل

Synthesis of neopentyl glycol and ethylene glycol esters by fatty acids in the presence of acidic ion exchange resin catalyst

A most effective and less energy demanding method of producing fatty esters, diol esters, by esterifying fatty acids, with neopentyl and ethylenglycol alcohols in the presence of an acidic ion exchange resin catalyst(polyestyrendivinylbenzensulfated) was investigated at elevated temperature. In this process an azeotroping agent, toluene, was used to facilitate continuous removal of water by dis...

متن کامل

Biocatalysed concurrent production of enantioenriched compounds through parallel interconnected kinetic asymmetric transformations.

Parallel interconnected kinetic asymmetric transformations were performed in order to obtain enantioenriched derivatives starting from a set of racemic or prochiral compounds. Thus, in a one-pot reaction using two redox biocatalysts (a BVMO and an ADH) and a catalytic amount of cofactor that acts as a mediator, enantioenriched ketones, sulfoxides, and sec-alcohols were concurrently obtained in ...

متن کامل

Enantioselective Baeyer-Villiger oxidation: desymmetrization of meso cyclic ketones and kinetic resolution of racemic 2-arylcyclohexanones.

Catalytic enantioselective Baeyer-Villiger (BV) oxidations of racemic and meso cyclic ketones were achieved in the presence of chiral N,N'-dioxide-Sc(III) complex catalysts. The BV oxidations of prochiral cyclohexanones and cyclobutanones afforded series of optically active ε- and γ-lactones, respectively, in up to 99% yield and 95% ee. Meanwhile, the kinetic resolution of racemic 2-arylcyclohe...

متن کامل

Dynamic kinetic and kinetic resolution of N-Boc-2-lithiopiperidine.

Asymmetric substitution of 2-lithiopiperidines can be achieved by dynamic resolution; the organolithium is formed as a racemic mixture by proton abstraction (or tin-lithium exchange) and is resolved in the presence of a chiral ligand.

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:
  • Organic & biomolecular chemistry

دوره 8 5  شماره 

صفحات  -

تاریخ انتشار 2010