Asymmetric epoxidation of alkenes with tert-butyl hydroperoxide catalyzed by a novel chiral complex of manganese(III) containing a sugar based tridentate Schiff-base ligand

2007 ◽  
Vol 8 (9) ◽  
pp. 1345-1348 ◽  
Author(s):  
Debabrata Chatterjee ◽  
Susan Basak ◽  
Abdelkhalek Riahi ◽  
Jacques Muzart
Keyword(s):  
Schiff Base ◽  
Schiff Base Ligand ◽  
Asymmetric Epoxidation ◽  
Butyl Hydroperoxide ◽  
Tert Butyl ◽  
Chiral Complex ◽  
Tert Butyl Hydroperoxide ◽  
Epoxidation Of Alkenes ◽  
Tridentate Schiff Base

scholarly journals Formation of Tetrahydrofurano-, Aryltetralin, and Butyrolactone Norlignans through the Epoxidation of 9-Norlignans

Molecules ◽  
2020 ◽  
Vol 25 (5) ◽  
pp. 1160
Author(s):  
Patrik A. Runeberg ◽  
Dominique Agustin ◽  
Patrik C. Eklund
Keyword(s):  
Schiff Base ◽  
Double Bond ◽  
Catalytic System ◽  
Kinetic Studies ◽  
Schiff Base Ligands ◽  
Butyl Hydroperoxide ◽  
Tert Butyl ◽  
Tert Butyl Hydroperoxide ◽  
Catalyzed Reactions ◽  
Tridentate Schiff Base

Epoxidation of the C=C double bond in unsaturated norlignans derived from hydroxymatairesinol was studied. The intermediate epoxides were formed in up to quantitative conversions and were readily further transformed into tetrahydrofuran, aryltetralin, and butyrolactone products—in diastereomeric mixtures—through ring-closing reactions and intramolecular couplings. For epoxidation, the classical Prilezhaev reaction, using stoichiometric amounts of meta-chloroperbenzoic acid (mCPBA), was used. As an alternative method, a catalytic system using dimeric molybdenum-complexes [MoO2L]2 with ONO- or ONS-tridentate Schiff base ligands and aqueous tert-butyl hydroperoxide (TBHP) as oxidant was used on the same substrates. Although the epoxidation was quantitative when using the Mo-catalysts, the higher temperatures led to more side-products and lower yields. Kinetic studies were also performed on the Mo-catalyzed reactions.

ChemInform Abstract: Olefin Epoxidation with tert-Butyl Hydroperoxide Catalyzed by Functionalized Polymer-Supported Copper(II) Schiff Base Complex.

ChemInform ◽  
2012 ◽  
Vol 43 (33) ◽  
pp. no-no
Author(s):  
Sk Manirul Islam ◽  
Anupam Singha Roy ◽  
Paramita Mondal ◽  
Manir Mobarok ◽  
Brindaban Roy ◽  
...  
Keyword(s):  
Schiff Base ◽  
Schiff Base Complex ◽  
Olefin Epoxidation ◽  
Butyl Hydroperoxide ◽  
Base Complex ◽  
Tert Butyl ◽  
Tert Butyl Hydroperoxide ◽  
Polymer Supported
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