581802-27-9Relevant academic research and scientific papers
Stereochemical inversion in the vinylic substitution of boronic esters to give iodonium salts: Participation of the internal oxy group
Fujita, Morifumi,Lee, Hee Jin,Okuyama, Tadashi
, p. 1399 - 1401 (2006)
Alkenylboronic esters having an acyloxy, alkoxy, or methoxycarbonyl group were employed for the reaction with (diacetoxyiodo)benzene in the presence of BF3-OEt2 to provide the alkenyliodonium tetrafluoroborates with inversion of conf
Synthesis of functionalized vinyl boronates via ruthenium-catalyzed olefin cross-metathesis and subsequent conversion to vinyl halides
Morrill, Christie,Grubbs, Robert H.
, p. 6031 - 6034 (2007/10/03)
Functionalized vinyl pinacol boronates suitable for Suzuki cross-coupling reactions are synthesized using ruthenium-catalyzed olefin cross-metathesis of 1-propenyl pinacol boronate and various alkenes, including functionalized and 1,1-disubstituted alkenes. The resultant boronate cross products are stereoselectively transformed into predominantly Z-vinyl bromides and E-vinyl iodides. The vinyl bromides may be synthesized in a two-step, one-pot synthesis from a variety of olefins, resulting in a Z-selective formal vinyl bromide cross-metathesis reaction.
