Absolute asymmetric synthesis: protected substrate oxidation
Susanne Olsson1, Per Martin Björemark, Theonitsa Kokoli
1Department of Chemistry and Molecular Biology, University of Gothenburg, 412 96 Gothenburg (Sweden).
Abstract:
Three new conglomerates incorporating bidentate sulfide ligands coordinated by Ru(II) centers have been prepared. Total spontaneous resolution by slow crystallization gives highly enantioenriched crystal batches, which are used in enantioselective oxidation of the sulfide ligands to give chiral sulfoxide complexes with >98 % ee. All relevant stereoisomers have been characterized by single-crystal X-ray diffraction, CD spectroscopy, and chiral HPLC. If the ligand range can be extended to monodentate sulfides, a large-scale and recyclable process for enantioselective oxidation of sulfides can be designed.
Related Concept Videos
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids
Oxidation of Alcohols
The process of oxidation in a chemical reaction is observed in any of the three forms:
Sharpless Epoxidation
Oxidation of Alkenes: Syn Dihydroxylation with Potassium Permanganate
SN2 Reaction: Stereochemistry
If the substrate is an achiral molecule at the α-carbon, the inversion of configuration is not...

![Solid-phase Synthesis of [4.4] Spirocyclic Oximes](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F58508.jpg&w=3840&q=50)
