134441-08-0Relevant academic research and scientific papers
ON THE DIRECT METALATION OF ISOPRENE
Klusener, P. A. A.,Tip, L.,Brandsma, L.
, p. 2041 - 2064 (2007/10/02)
Isoprene has been metalated in tetrahydrofuran with an excess of sterically hindered potassium dialkylamides, prepared by combining equimolar amounts of the corresponding lithium amide and potassium tert-butoxide.Subsequent reaction with oxirane, alkyl bromides, and pivaldehyde gave the expected coupling products in reasonable yields.Coupling with (CH3)2CHCH2CH=O and (CH3)2C=CHCH=O afforded the bark beetle pheromones (+/-)-ipsenol and (+/-)-ipsdienol in low yields.
