The Journal of organic chemistry

On the mechanism of the selenolactonization reaction with selenenyl halides

SE Denmark, MG Edwards

文献索引：Denmark, Scott E.; Edwards, Michael G. Journal of Organic Chemistry, 2006 , vol. 71, # 19 p. 7293 - 7306

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被引用次数: 37

摘要

The mechanism of selenocyclization reactions of β, γ-unsaturated acids and their derivatives has been studied. The reactions of (E)-4-phenyl-3-butenoic acid 10 and its silyl and alkyl esters with benzeneselenenyl chloride (PhSeCl) and bromide (PhSeBr) have been examined by VT-NMR and in situ IR spectroscopic methods. Whereas the reactions of the acid 10 in the presence of a base were irreproducible and complicated, reactions of the ...