Cadmium Reagents in Organic Synthesis

Alkylation of quinones with organocadmium reagents allows the synthesis of quinol derivatives, without any formation of hydroquinones or bis-addition products (Equation (178)).315 The regiochemistry of the addition is strongly 

Cadmium salts and organocadmium reagents also have found applications in cyclization reaction. Cadmium-mediated cyclization of enaminone occurs under mild conditions, whether in presence of a base and a cadmium(ll) salt (60 to 90 °C), or in the presence of dibutylcadmium at room temperature (Equation (181)). 

Niitzel, K. In Houben-Weyl, Methoden der Organischen Chemie, Metallorganische Verbindungen Be, Mg, Ca, Sr, Ba, Zn, Cd Muller, E. Ed. Georg Thieme Verlag Stuttgart, 1973 Vol. 13/2a, pp 552. 

Negishi, E. Organometallics in Organic Synthesis, Wiley New York Vol. 1 1980. 

Knochel, P. Vettel, S. Eisenberg, C. Appl. Organomet. Chem. 1995, 9, 175. 

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