134916-65-7Relevant academic research and scientific papers
Nickel-Catalyzed Reductive Coupling of Aldehydes with Alkynes Mediated by Alcohol?
Zheng, Yan-Long,Ye, Mengchun
, p. 489 - 493 (2020)
A nickel-catalyzed reductive coupling of aldehydes with alkynes using 1-phenylethanol as reducing agent has been developed. The key achievement of this work is that we demonstrate environmentally benign 1-phenylethanol can serve as a viable alternative reducing agent to Et3B, ZnEt2 and R3SiH for the nickel-catalyzed reductive coupling reaction of aldehyde and alkynes.
Stereospecific Preparation of Trisubstituted Allylic Alcohols by Alkene Transfer from Boron to Zinc
Srebnik, Morris
, p. 2449 - 2452 (2007/10/02)
(Z)-Trialkenylboranes, (R1HC=CR2)3B, easily prepared by hydroboration of the corresponding alkynes with BMS in THF, rapidly react with commercially available diethylzinc in hydrocarbon solvents, in either a 1:3 or 2:3 ratio of organoborane to organozinc, to yield an equilibrium mixture, favoring the migration of alkenyl groups from boron to zinc.Addition of an aldehyde to the 2:3 reaction mixture, in the presence of 10 molpercent N-methylpiperidine, results in the exclusive transfer of both alkenyl groups from zinc, furnishing diastereomerically pure trisubstituted double bonds in allylic alcohols in good to excellent yields.
