Asymmetric transformations from sulfoxonium ylides
网页2021年10月15日 · This article reviews the recent advances in the use of sulfoxonium ylides, especially trimethylsulfoxonium chloride, as surrogates for diazo compounds in asymmetric synthesis. It covers the main reactions, challenges and applications of these organosulfur molecules in industry and academia.
Synthesis of I(III)/S(VI) reagents and their reactivity in ...
网页2022年11月3日 · Here the authors report the synthesis of an iodonium-sulfoxonium ylide reagent that enables the preparation of sulfoxonium-containing cyclic structures upon reaction with alkenes, alkynes ...
Sulfoxonium ylides: simple compounds with chameleonic …
网页2020年10月1日 · This short review provides an overview on the great assortment of reactions of sulfoxonium ylides, outlining a comparison between the chemistry of these ylides and their congeners: sulfonium ylides and diazo compounds.
Corey-Chaykovsky Reaction - Organic Chemistry Portal
网页The Corey-Chaykovsky Reaction is a method for the synthesis of epoxides, aziridines and cyclopropanes from sulfur ylides and carbonyl compounds. Learn about the mechanism, scope, selectivity and literature of this reaction.
Application of sulfoxonium ylide in transition-metal-catalyzed C …
网页2021年11月19日 · The current review is a collection of recent advancements in transition-metal-catalyzed C (sp 2)-H activation using sulfoxonium ylides as precursors. The review emphasizes the use of sulfoxonium ylides as coupling partners for acylmethylation of arenes and heteroarenes.
网页Sulfoxonium ylides are important surrogates for diazo compounds, and their use in industry as safer alternatives has been evaluated during recent years. Beyond the known classical transformations, these
Sulfoxonium Ylides in Aminocatalysis: An Enantioselective Entry …
网页2022年7月20日 · Disclosing the first utilization of sulfoxonium ylides under aminocatalytic conditions, these results add an important piece to the still poorly disclosed puzzle of asymmetric organocatalysis with sulfoxonium ylide substrates.
Application of sulfoxonium ylide in transition-metal-catalyzed C …
网页2021年11月19日 · Sulfoxonium ylides, safer alternatives for highly reactive and unstable diazo-compounds, can undergo alkylation (with primary alkyl derivatives) of arenes by C-H activation and carbene insertion between carbon-metal bonds. Thus, sulfoxonium ylides are used extensively in the field of C-H activation for acylmethylation of arenes (Scheme 1a) [20 ...
Johnson–Corey–Chaykovsky reaction - Wikipedia
网页Use of a sulfoxonium allows more facile preparation of the reagent using weaker bases as compared to sulfonium ylides. (The difference being that a sulfoxonium contains a doubly bonded oxygen whereas the sulfonium does not.) The former react slower due to their increased stability.
A Catalytic Cross‐Olefination of Diazo Compounds with Sulfoxonium …
网页2018年9月27日 · Our reaction design exploits the intrinsic difference in reactivity of diazo compounds and sulfoxonium ylides as both carbene precursors and nucleophiles, which results in a highly selective reaction. The fascinating properties of alkenes have captured the imagination of chemists ever since in 1795 a team of Dutch researchers observed that the ...
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