From Diols to Lactones under Aerobic Conditions Using a Laccase/TEMPO Catalytic System in Aqueous Medium

نویسندگان

  • Alba Díaz-Rodríguez
  • Iván Lavandera
  • Seda Kanbak-Aksu
  • Roger A. Sheldon
چکیده

An efficient catalytic system to oxidize quantitatively aliphatic diols using Trametes versicolor laccase and TEMPO has been developed in aqueous medium. Oxidations have occurred in a non-stereoselective fashion but with complete regioand/or monoselectivity, obtaining lactones with excellent purity after simple extraction. This catalytic system has been demonstrated to be scalable, compatible with the presence of a variety of functionalities, and also allowing the successful enzyme recycling using a laccase-CLEA preparation.

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

Highly efficient synthesis of medium-sized lactones via oxidative lactonization: concise total synthesis of isolaurepan.

A catalytic amount of TEMPO in the presence of PhI(OAc)(2) effected oxidative lactonization of 1,6- and 1,7-diols, directly affording seven- and eight-membered lactones, respectively, in good yields.

متن کامل

Mechanistic Studies of Laccase/TEMPO Catalyzed Aerobic Oxidation of Alcohols

The reaction parameters for the Laccase/TEMPO system in the aerobic oxidation of aromatic alcohols were investigated. The optimized concentrations of laccase and alcohol were found to be 10 U/ml and 160 mM respectively. Under these conditions the use of 9 mol % TEMPO led to good conversions within 4 h. The optimum temperature for the reaction was found to be above room temperature (around 30°C).

متن کامل

Efficient and selective Cu/nitroxyl-catalyzed methods for aerobic oxidative lactonization of diols.

Cu/nitroxyl catalysts have been identified that promote highly efficient and selective aerobic oxidative lactonization of diols under mild reaction conditions using ambient air as the oxidant. The chemo- and regioselectivity of the reaction may be tuned by changing the identity of the nitroxyl cocatalyst. A Cu/ABNO catalyst system (ABNO = 9-azabicyclo[3.3.1]nonan-N-oxyl) shows excellent reactiv...

متن کامل

Magnesium Oxide Nanoparticles for Catalytic Synthesis of 2-Substituted Alcohols from Regioselective Ring Opening of Epoxides in Water

Epoxides undergo regioselective ring opening with various nucleophiles using catalytic amount of nano magnesium oxide and water as solvent under mild reaction conditions. The remarkable features of this method are improved yields, high regioselectivity, and green chemistry agreement.

متن کامل

حذف رنگ مستقیم سبز 6 با استفاده از نشانده شدن آنزیم لاکاس بر روی نانو ذرات فریت روی از محلول های آبی

Background and Objective: Manufactured wastewater management of industrial units containing toxic pollutants is essential for environmental protection. Considering the great applications and effects of using the nanomaterial and nanotechnology in the field of environmental protection, the nanoparticle of ZnFe2O4 has been used as a basic particle. On the other hand, enzyme processes, due to thei...

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:

دوره   شماره 

صفحات  -

تاریخ انتشار 2016