Sulfur Ylides in Organic Synthesis and Transition Metal Catalysis

Sulfur-Based Ylides in Transition-Metal-Catalysed Processes

“…The products were in turn used as substrates in several photocatalytic transformations. Notably, the S-to-O vinyl transfer was also Scheme 14 Intermolecular cyclopropanation of allenamides Scheme 15 Gold-catalysed [1,4] vinyl migration shown to proceed in the absence of Au, under thermal activation, albeit with much reduced levels of control over the double bond geometry.…”

“…We have subdivided the reactions into three sections: (1) carbene-free processes; (2) reactions that employ sulfonium or sulfoxonium ylides as carbene precursors; (3) reactions that form sulfonium ylides in situ from metal carbenoids for cascade reactions. These distinctions were recently used in a related review, currently in press, in which the authors of the current review described such reactions in the context of structure and bonding [1].…”

Catalyst-dependent selectivity in sulfonium ylide cycloisomerization reactions

“… 5 In recent years, stabilised sulfonium ylides have seen their reactivity greatly expanded through transition-metal-mediated activation. 6 We and others have shown that electrophilic activation of alkene- and alkyne-tethered sulfur ylides with gold catalysts affords cyclopropanes 7 and furans. 8 Nonetheless, cyclopropanation is still dominated by the chemistry of diazo compounds using transition metal catalysis.…”

Sulfur-Based Ylides in Transition-Metal-Catalysed Processes

“…We have subdivided the reactions into three sections: (1) carbene-free processes; (2) reactions that employ sulfonium or sulfoxonium ylides as carbene precursors; (3) reactions that form sulfonium ylides in situ from metal carbenoids for cascade reactions. These distinctions were recently used in a related review, currently in press, in which the authors of the current review described such reactions in the context of structure and bonding [ 1 ].…”