Tetrahedron

The silyl-cupration and stannyl-cupration of allenes

I Fleming, M Rowley, P Cuadrado, AM González-Nogal…

Index: Fleming, Ian; Rowley, Michael; Cuadrado, Purificacion; Gonzalez-Nogal, Ana M.; Pulido, Francisco J. Tetrahedron, 1989 , vol. 45, # 2 p. 413 - 424

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Citation Number: 67

Abstract

The stoichiometric silyl-cupration of allene 7, followed directly by treating the intermediate cuprate with a proton, with a range of carbon electrophiles, and with chlorine gives the vinylsilanes 8–13. Alternatively, when iodine is the electrophile, the product is the vinyl iodide 16. This can then be metallated and treated with a proton or a range of carbon electrophiles to give the allylsilanes 18–21. More-substituted allenes also undergo silyl- ...

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