123820-52-0Relevant academic research and scientific papers
C?Boron Enolates Enable Palladium Catalyzed Carboboration of Internal 1,3-Enynes
Chrostowska, Anna,Lamine, Walid,Li, Bo,Liu, Shih-Yuan,Miqueu, Karinne,Sotiropoulos, Jean-Marc,Wang, Ziyong,Wu, Jason
, p. 21231 - 21236 (2021)
A new family of carbon-bound boron enolates, generated by a kinetically controlled halogen exchange between chlorocatecholborane and silylketene acetals, is described. These C?boron enolates are demonstrated to activate 1,3-enyne substrates in the presence of a Pd0/Senphos ligand complex, resulting in the first examples of a carboboration reaction of an alkyne with enolate-equivalent nucleophiles. Highly substituted dienyl boron building blocks are produced in excellent site-, regio-, and diastereoselectivity by the described catalytic cis-carboboration reaction.
The Synthesis of O-Silyl Ketene Acetals from α-Haloesters
Schulz, William J.,Speier, John L.
, p. 163 - 166 (2007/10/02)
α-Haloesters of the general structure R1R2CXCO2R3 1 have been shown to react with sodium in the presence of a halosilane 2 to yield the corresponding O-silyl ketene acetals 3 (SKAs) according to equation 4.The factor that most influences the yields in these reactions is the concentration of halosilane; if there is a deficiency of halosilane, then acyloin condensation products will detract from the yield of SKAs.The reaction is quite general, and often gives yields in excess of 90percent of the desired SKAs.
