93154-37-1Relevant academic research and scientific papers
DTBB-Catalysed Lithiation of 1,4-Dichloro-2-butyne Under Barbier Conditions: Synthesis of Functionalised Alkynes
Guijarro, Albert,Yus, Miguel
, p. 231 - 234 (1995)
The reaction of 1,2-dichloro-2-butyne (1) with an excess of lithium powder and a catalytic amount of 4,4'-di-tert-butylbiphenyl (DTBB, 2,5 molpercent) in the presence of an electrophile in THF
Functionalised propargyllithium reagents
Gomez, Cecilia,Huerta, Fernando F.,Pastor, Isidro M.,Yus, Miguel
, p. 17201 - 17210 (2007/10/03)
The reaction of chlorinated acetylenic ether or amines 1 with lithium and a catalytic amount of DTBB (5%), in the presence of different electrophiles [Pr(i)CHO, Bu(t)CHO, PhCHO, Me2CO, (CH2)5CO, Me3SiCl] in THF at -78 or -105°C leads, after hydrolysis with water, to the corresponding products 2. The same process applied to the previously deprotonated chloroalcohol 4a or the secondary amine 4b can be carried out in a two-step reaction giving the expected products 6 by using several electrophiles [Pr(i)CHO, Bu(t)CHO, PhCHO, Me2CO, (CH2)5CO, Me3SiCl] at -78°C.
