Sulfur dioxide asymmetric synthesis

Narkevitch V, Megevand S, Schenk K, Vogel P. Development of a new carbon-carbon bond forming reaction. New organic chemistry of sulfur dioxide. Asymmetric four-component synthesis of polyfunctional sulfones. J. Org. Chem. 2001 66 (15) 5080-5093, and references cited therein. 

Avoidance by choice of oxygenated starting materials Oxidation through Lithiation and Ort/ro-Lithiation Hydroxylation of Pyridines by ortho-Lithiation Synthesis of Atpenin B Introducing OH by Nucleophilic Substitution Part II - Oxidation of Enols and Enolates Direct Oxidation without Formation of a Specific Enol Selenium dioxide Nitrosation with nitrites Nitrosation with stable nitroso compounds Indirect Oxidation with Formation of a Specific Enol Enone Formation Pd(II) oxidation ofsilyl enol ethers Bromination of enols in enone formation Sulfur and selenium compounds in enone formation Asymmetric Synthesis of Cannabispirenones... 

Charlton and Alauddin have also reported an asymmetric synthesis of (+)-isolariciresinol dimethyl ether by using a chiral sulfone in an asymmetric Diels Alder reaction (scheme 45) [108]. The key step here involves elimination of sulfur dioxide from the sulfone (123) to yield the o-quinonedimethane which undergoes cycloaddition with dimethyl fumarate to give mainly (124). They have further extended this work to include the synthesis of a series of retrodendrin derivatives [109]. 

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