@article{oai:kitami-it.repo.nii.ac.jp:00007173,
 author = {Hoshi, Masayuki and Nakayabu, Hidenori and Shirakawa, Kazuya},
 issue = {12},
 journal = {Synthesis},
 month = {Aug},
 note = {Both 1-arylalk-3-en-1-yne and alka-1,5-dien-3-yne have been synthesized under extremely mild reaction conditions in good to high yields via a sequential Suzuki-type and Sonogashira reaction in a one-pot manner. Thus, the protocol involves Cumediated cross-coupling reaction of (E)- or (Z)- alkenyldisiamylborane with (trimethylsilyl)ethynyl bromide in the presence of 1M-NaOMe and Pd/Cu-catalyzed cross-coupling reaction with aryl or alkenyl iodide in the presence of aqueous n-Bu4NOH. The reaction with aryl iodide is tolerant of a wide variety of functional groups on the aromatic ring and leads to the stereoselective formation of (E)- and (Z)-1-arylalk-3-en-1-ynes. In addition, the reactions with (E)- and (Z)-1-iodoalk-1-enes have accomplished the construction of all possible combinations of geometrical isomers, (E,E)-, (Z,E)-, (E,Z)-, and (Z,Z)- alka-1,5-dien-3-ynes., application/pdf},
 pages = {1991--2007},
 title = {Stereoselective Syntheses of (E)- and (Z)-1-Arylalk-3-en-1-ynes and (E,E)-, (Z,E)-, (E,Z)-, and (Z,Z)-Alka-1,5-dien-3-ynes via a One-pot Multicomponent Coupling Reaction.},
 volume = {2005},
 year = {2005}
}