New method based on 1-(trimethysilyl)alk-1-yne to prepare 1,4-skipped diynes.
[reaction: see text] We have developed a novel reaction between a terminal TMS-alkyne and a propargyl halide in the presence of a fluoride source and a catalytic amount of copper iodide to prepare 1,4-skipped diynes with good yields and in mild conditions. We have shown that this reaction also works very well with germanium and tin derivatives as an alternative to silicon. This new method can be useful for the synthesis of polyunsaturated fatty acids.
Montel
Florian
F
SYNGENTA Crop Protection AG, Research Chemistry, CH-4002 Basel, Switzerland.
Beaudegnies
Renaud
R
Kessabi
Jilali
J
Martin
Benjamin
B
Muller
Eric
E
Wendeborn
Sebastian
S
Jung
Pierre M J
PM