147124-24-1Relevant academic research and scientific papers
Synthesis of enediynes by reaction of bicycloalkenyldiiodonium salts with lithium alkynylcuprates
Stang,Blume,Zhdankin
, p. 35 - 36 (1993)
Bicycloalkendyldiiodonium salts, di[phenyl(trifluoromethanesulfonyloxy)iodo]norbornadiene (1a) and di[phenyl(trifluoromethanesulfonyloxy)iodo]-3,5-epoxy-1,4- cyclohexadiene (1b) react under mild conditions, with a number of lithium alkynylcuprates, generated in situ from the corresponding lithium acetylides and copper(I) cyanide, to give the respective enediynes 2 in moderate to good isolated yields.
Synthesis of bicyclic enediynes from bis[phenyl[trifluoromethanesulfonyl)oxy]iodo]acetylene: A tandem Diels-Alder/palladium(II)- and copper(I)cocatalyzed cross-coupling approach
Ryan,Stang
, p. 6162 - 6165 (1996)
The reaction of bicycloalkenylbis(phenyliodonium) triflates 1a or b (available via the Diels-Alder reaction of bis[phenyl[(trifluoromethanesulfonyl)oxy]iodo]acetylene with cyclopentadiene or furan, respectively) with alkynylstannanes 2a-g at room temperature in DMF in the presence of catalytic amounts of trans-benzyl(chloro)bis(triphenylphosphine)palladium(II) and copper(I) iodide proceeds smoothly and with selectivity to afford good to excellent yields of bicyclic enediynes 3a-k.
