Gold-catalyzed cycloisomerization of 1,5-allenynes via dual activation of an ene reaction

作者：Cheong Paul Ha Yeon; Morganelli Philip; Luzung Michael R; Houk K N^*; Toste F Dean

来源：Journal of the American Chemical Society, 2008, 130(13): 4517-4526.

DOI：10.1021/ja711058f

Tris(triphenylphosphinegold) oxonium tetrafluoroborate, [(Ph(3)PAU)(3)O]BF(4), catalyzes the rearrangement of 1,5-allenynes to produce cross-conjugated trienes. Experimental and computational evidence shows that the ene reaction proceeds through a unique nucleophilic addition of an allene double bond to 14 a cationic phosphinegold(l)-complexed phosphinegold(l) acetylide, followed by a 1,5-hydrogen shift.

• 出版日期2008-4-2