Sulfur-Based Ylides in Transition-Metal-Catalysed Processes
Open Access
- 13 April 2018
- journal article
- review article
- Published by Springer Nature in Topics in Current Chemistry
- Vol. 376 (3) , 1-47
Abstract
Traditionally employed in the synthesis of small ring systems and rearrangement chemistry, sulfur-based ylides occupy a unique position in the toolbox of the synthetic organic chemist. In recent years a number of pioneering researchers have looked to expand the application of these unorthodox reagents through the use of transition metal catalysis. The strength and flexibility of such a combination have been shown to be of key importance in developing powerful novel methodologies. This chapter summarises recent developments in transition metal-catalysed sulfonium/sulfoxonium ylide reactions, as well as providing a historical perspective. In overviewing the successes in this area, the authors hope to encourage others into this growing field.Keywords
Funding Information
- Deutsche Forschungsgemeinschaft (MA 4861/4-2)
This publication has 139 references indexed in Scilit:
- Novel one-dimensional polymeric chlorocadmate sulfonium salts obtained from sulfonium ylides: Synthesis and structural characterizationJournal of Molecular Structure, 2013
- Synthesis and characterization of novel simultaneous C and O-coordinated and nitrate-bridged complexes of silver( i ) with carbonyl-stabilized sulfonium ylides and their antibacterial activitiesDalton Transactions, 2012
- Gold‐Catalyzed Carbene Transfer to Alkynes: Access to 2,4‐Disubstituted FuransAngewandte Chemie International Edition, 2012
- Enantioselective Synthesis of Dihydropyrazoles by Formal [4+1] Cycloaddition of in Situ-Derived Azoalkenes and Sulfur YlidesJournal of the American Chemical Society, 2012
- Catalytic Activation of Diazo Compounds Using Electron‐Rich, Defined Iron Complexes for Carbene‐Transfer ReactionsAngewandte Chemie International Edition, 2012
- Iridium-Catalyzed X−H Insertions of Sulfoxonium YlidesOrganic Letters, 2009
- Rearrangements of ylides generated from reactions of diazo compounds with allyl acetals and thioketals by catalytic methods. Heteroatom acceleration of the [2,3]-sigmatropic rearrangementThe Journal of Organic Chemistry, 1984
- Laboratory model for the biosynthesis of cyclopropane rings. Copper-catalyzed cyclopropanation of olefins by sulfur ylidesJournal of the American Chemical Society, 1974
- New synthetic methods. Transfer of chirality from sulfur to carbonJournal of the American Chemical Society, 1973
- Decomposition of Sulfur Ylides. Evidence for Carbene IntermediatesJournal of the American Chemical Society, 1966