Asymmetric epoxidation of olefins catalyzed by Ti(salan) complexes using aqueous hydrogen peroxide as the oxidant*

نویسندگان

  • Kazuhiro Matsumoto
  • Yuji Sawada
  • Tsutomu Katsuki
چکیده

Ti(salan) complexes were found to be efficient catalysts for asymmetric epoxidation with aqueous hydrogen peroxide as the oxidant. In the presence of pH 7.4 phosphate buffer, the reaction of various conjugate olefins proceeded smoothly to afford the corresponding epoxides in high yield with high enantioselectivity, even on a multigram scale. Ti(salan) complexes could be prepared from Ti(OiPr)4 and the corresponding salan ligand and directly used without isolation and purification.

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

Oxidation catalysis of Nb(salan) complexes: asymmetric epoxidation of allylic alcohols using aqueous hydrogen peroxide as an oxidant.

Several optically active Nb(salan) complexes were synthesized, and their oxidation catalysis was examined. A dimeric mu-oxo Nb(salan) complex that was prepared from Nb(OiPr)(5) and a salan ligand was found to catalyze the asymmetric epoxidation of allylic alcohols using a urea-hydrogen peroxide adduct as an oxidant with good enantioselectivity. However, subsequent studies of the time course of ...

متن کامل

Epoxidation of Alkenes and Oxidation of Alcohols with Hydrogen Peroxide Catalyzed by a Fe (Br8TPPS) Supported on Amberlite IRA-400

Iron (III) meso-tetrakis(p-sulfonatophenyl)-β-octabromoporphyrin supported on Amberlite IRA- 400 [Fe(Br8 TPPS)-Ad-400] is a robust and efficient catalyst for oxidation of alkenes and alcohols at room temperature. The catalyst exhibits a high activity and stability in hydrocarbon oxidation by H2 O2 . The method was useful in the oxidation of various primary, secondary-aliphatic, alicyclic and ar...

متن کامل

Epoxidation of Olefins Catalyzed by Polyoxomolybdates Formed in-situ in Ionic Liquids

Polyoxomolybdates were generated in situ by treating a carboxylic acid-functionalized ionic liquid with an aqueous solution of sodium molybdate. This reaction mixture was applied in the catalytic epoxidation of olefins using hydrogen peroxide as oxidant. The influence of acid and catalyst concentration as well as of the reaction temperature was investigated. The system showed a good performance...

متن کامل

Asymmetric Epoxidation Using Hydrogen Peroxide as Oxidant.

Asymmetric epoxidation is one of the most important transformations in organic synthesis. Although tremendous progress was achieved in this field in the 1980s and 1990s, it is still desirable from both economical and ecological views to develop environmentally friendly catalytic epoxidation with a broad substrate scope. Hydrogen peroxide is a safe and cheap oxidant, which is easy to handle and ...

متن کامل

Metal-catalyzed asymmetric sulfoxidation, epoxidation and hydroxylation by hydrogen peroxide

The development of environmentally benign reactions is an important goal in synthetic organic chemistry and chemical engineering. However, catalytic enantioselective oxidations using transition-metal complexes are limited when the oxidant is hydrogen peroxide. The two main difficulties of using hydrogen peroxide in the presence of transition metal complexes are the homolytic cleavage generating...

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 2008