e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521
Tetrahedron letters
A convenient synthesis of allenes by the reaction of propargyl alcohols with grignard reagents using 1-chloro-2-methyl-n, n-tetramethylenepropenylamine
Abstract 1-Chloro-2-methyl-N, N-tetramethylenepropenylamine was found to be an efficient condensation reagent for the regioselective coupling reaction of propargyl alcohols with Grignard reagents to give allenes in good yields with high chemo-and enantioselectivities. The utility of the reaction was demonstrated in the stereocontrolled synthesis of methyl (E)-2, 4, 5-tetradecatrienoate, the pheromone of the male dried bean beetle.
