119841-37-1Relevant articles and documents
Functionalised allylsilanes from silylcopper reagents and allene. A useful strategy for cyclopentane annulations
Barbero, Asuncion,García, Carlos,Pulido, Francisco J.
, p. 2739 - 2751 (2007/10/03)
Silylcupration of allene using phenyldimethylsilylcopper or t- butyldiphenylsilylcopper followed by reaction with α,β-unsaturated acyl chlorides, aldehydes or ketones affords allylsilane-containing divinyl ketones and oxoallylsilanes, respectively. They u
THE SILYL-CUPRATION AND STANNYL-CUPRATION OF ALLENES
Fleming, Ian,Rowley, Michael,Cuadrado, Purificacion,Gonzalez-Nogal, Ana M.,Pulido, Francisco J.
, p. 413 - 424 (2007/10/02)
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-cupration followed by protonation, phenylallenes giving vinylsilanes, and alkylallenes giving, on the whole, allylsilanes.Stoichiometric stannyl-cupration of allenes takes place, with similar but less reliable regiocontrol to that of the corresponding silyl-cupration.
SILYL-CUPRATION OF ALLENE. A NEW ROUTE TO SILYLATED SYNTHONS
Cuadrado, P.,Gonzalez, A. M.,Pulido, F. J.
, p. 1825 - 1826 (2007/10/02)
Silyl-cupration of allene followed by treatment with iodine anomalously gives the vinyl iodide 4, a versatile synthetic intermediate.
