Novel and convenient method for the stereo- and regiospecific synthesis of conjugated alkadienes and alkenynes via the palladium-catalyzed cross-coupling reaction of 1-alkenylboranes with bromoalkenes and bromoalkynes
A synthesis of conjugated dienes from aromatic, five-membered heterocycles
作者:Ernest Wenkert、Michael H. Leftin、Enrique L. Michelotti
DOI:10.1039/c39840000617
日期:——
Reaction of furan, thiophene, selenophene, and tellurophene as well as 2-methyl and 2,5-dimethyl derivatives of the first two heterocycles with phenyl-, methyl-, and n-butyl-magnesium bromides in the presence of ligated nickel dichloride are shown to yield buta-1,3-dienes mostly with retention of configuration.
Polymer-bound palladium-catalyzed cross-coupling of organoboron compounds with organic halides and organic triflates
作者:Su-Bum Jang
DOI:10.1016/s0040-4039(97)00171-8
日期:1997.3
The polymer-bound palladium-catalyzedcross-couplingreaction of electrophiles(i.e., halides and triflates) with organoboron compounds to form carbon-carbon bonds was achieved at mild conditions with very high activity in the Suzuki coupling reaction. The polymeric catalyst can be easily separated from a reaction mixture and reused more than 10 times with no decrease in activity
A stereospecific synthesis of conjugated (, )- and (, )-alikadienes by a palladium-catalyzed cross-coupling reaction of 1-alkenylboranes with 1-alkenyl bromides
作者:Norio Miyaura、Hiroshi Suginome、Akira Suzuki
DOI:10.1016/0040-4039(81)80166-9
日期:1981.1
The reactions of ()-1-alkenyldisiamylboranes with ()- or ()-1-alkenyl bromides in the presence of a catalytic amount of tetrakis(triphenylphosphine)palladium and sodium ethoxide gave the corresponding conjugated (,)- or (,)-alkadiene with high stereospecificity. The reactions of ()-1-alkenyl-1,3,2-benzodioxaboroles with ()- or ()-1-alkenyl bromides similarly gave the corresponding coupled products