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Asymmetric oxidation of sulfides with hydrogen peroxide catalyzed by a vanadium complex of a new chiral NOO-ligand

Paper ID Volume ID Publish Year Pages File Format Full-Text
51187 46834 2009 4 PDF Available
Title
Asymmetric oxidation of sulfides with hydrogen peroxide catalyzed by a vanadium complex of a new chiral NOO-ligand
Abstract

A new chiral NOO-tridentate ligand (8R)-2-(2-hydroxyphenyl)-4-methyl-5,6,7,8-tetrahydro-quinolin-8-ol (1) bearing a rigid tetrahydroquinoline framework was prepared and applied in the vanadium-catalyzed asymmetric oxidation of aryl methyl sulfides with H2O2 as oxidant. Less toxic acetone was found to be the proper solvent for the enantioselective oxidation of sulfides. Under the optimal condition, the asymmetric oxidation of aryl methyl sulfides in acetone catalyzed by VO(acac)2/1 at 0 °C gives good to high yields (80–95%) of sulfoxides with enantioselectivity up to 77% ee.

Keywords
Asymmetric oxidation; Chiral NOO-ligand; Chiral sulfoxide; Sulfoxidation; Vanadium catalyst
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Asymmetric oxidation of sulfides with hydrogen peroxide catalyzed by a vanadium complex of a new chiral NOO-ligand
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Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Communications - Volume 11, Issue 4, 15 December 2009, Pages 294–297
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
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Don't Miss Today's Special Offer
Price was $35.95
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