Titanium(IV) Halide Mediated Coupling of Alkoxides and Alkynes: An Efficient and Stereoselective Route to Trisubstituted (<i>E</i>)-Alkenyl Halides
作者:Min-Liang Yao、Travis R. Quick、Zhongzhi Wu、Michael P. Quinn、George W. Kabalka
DOI:10.1021/ol900669t
日期:2009.6.18
Alkoxide C-O bond cleavage occurs readily at room temperature in the presence of titanium(IV) halide. Capture of the resultant carbocation by alkynes provides an efficient route to trisubstituted (E)-alkenyl halides with high stereoselectivity.
New and Efficient Iron Halide Mediated Synthesis of Alkenyl Halides through Coupling of Alkynes and Alcohols
作者:Srijit Biswas、Sukhendu Maiti、Umasish Jana
DOI:10.1002/ejoc.200900104
日期:2009.5
simple, and straightforward one-pot reaction of alkynes with various alcohols in the presence of iron salts (FeCl3 and FeBr3) was described to yield the corresponding alkenyl halides with complete regioselectivity and highstereoselectivity. The reaction is high yielding and works under mild conditions. The iron salts act as Lewis acids and a source of halides. The reaction tolerates a wide variety of functional