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Nucleophilic Additions to Alkylidene Bis (sulfoxides)—Stereoelectronic Effects in Vinyl Sulfoxides

T Wedel, T Gehring, J Podlech, E Kordel…

文献索引:Wedel, Tobias; Gehring, Timo; Podlech, Joachim; Kordel, Elena; Bihlmeier, Angela; Klopper, Wim Chemistry - A European Journal, 2008 , vol. 14, # 15 p. 4631 - 4639

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被引用次数: 23

摘要

Abstract Conjugate additions of nucleophiles (eg enolates, amines and malonate anions) to bis (p-tolylsulfinyl) alkenes, alkylidene-1, 3-dithiane-1, 3-dioxides and alkylidene-1, 3- dithiolane-1, 3-dioxides have recently been published. Reasons for different selectivities and reaction rates will be discussed by consideration of steric and electronic effects. The preferred mode of attack can be explained by stereoelectronic effects (hyperconjugation) ...