79405-39-3Relevant academic research and scientific papers
Me5Cu3Li2: A Reagent for Conjugate Methylation of α,β-Unsaturated Aldehydes
Clive, Derrick L.J.,Farina, Vittorio,Beaulieu, Pierre L.
, p. 2572 - 2582 (2007/10/02)
Me5Cu3Li2, in ether or ether-pentane mixtures, converts α,β-unsaturated aldehydes efficiently into β-methyl aldehydes.In many cases of synthetic interest the amount of 1,2-methylation is negligible, and the reagent is far superior to Me2CuLi for conjugate methylation of enals.The performance of Me5Cu3Li2 is poor in sterically demanding situations, however.Several cuprate species were evaluated but none works as well as Me5Cu3Li2.For example, citral undergoes conjugate methylation with Me5Cu3Li2 in 80percent yield, and the product contains less than 0.5percent of 1,2-adduct.With Me2CuLi the product contains 10percent of 1,2-adduct.
Conjugate Addition of Methyl Groups to αβ-Unsaturated Aldehydes: Use of Me5Cu3Li2
Clive, Derrick L. J.,Farina, Vittorio,Beaulieu, Pierre
, p. 643 - 644 (2007/10/02)
Me5Cu3Li2 converts αβ-unsaturated aldehydes efficiently into β-methyl aldehydes and, unlike Me2CuLi, it usually gives a negligible amount of the 1,2-adduct even when a quaternary carbon is generated in the reaction.
