122244-73-9Relevant academic research and scientific papers
Synthesis of Allylstannanes and Vinylstannanes by the Stannyl-cupration of Allenes
Barbero, Asuncion,Cuadrado, Purificacion,Fleming, Ian,Gonzalez, Ana M.,Pulido, Francisco J.
, p. 327 - 332 (2007/10/02)
Stannyl-cupration of allenes followed by electrophilic attack gives allyl- and vinyl-stannanes with a variety of substitution patterns.The regiochemistry of the reaction depends upon the temperature at which the intermediate cuprate is quenched with an electrophile.With allene itself, the allylstannane-vinylcuprate 1-(tributylstannylmethyl)vinylcuprate 5, is the product of kinetically controlled addition, but the vinylstannane-allylcuprate 2-(tributylstannyl)allylcuprate 6, is thermodynamically lower in energy.The equilibrium between these isomers begins to take place between -100 and -78 deg C.
