197852-01-0Relevant articles and documents
Br?nsted Base-Mediated Regio- and Stereoselective trans-Silaboration of Propargylamides: Access to 1,2-Vinylborasilanes
Fritzemeier, Russell,Santos, Webster L.
, p. 15534 - 15537 (2017)
A facile method for the preparation of β-boryl-α-silyl aryl acrylamides using phenyllithium, dimethylphenylsilylpinacolborane, and propargylamides is reported. A key feature of this transition metal-free reaction is the Br?nsted base deprotonation of aryl secondary propargylamide to produce a Lewis base that activates the B?Si bond, which is followed by a sequential intramolecular α-silylation-trans-β-borylation. The reaction proceeds in complete regio- and stereoselectivity. A wide variety of N- and aryl-substituted propargylamides afford trans-1,2-vinylborasilanes in high yield. The vicinal borasilane products undergo a variety of subsequent chemoselective transformations.
The synthesis of a chiral fluoxetine intermediate by catalytic enantioselective hydrogenation of benzoylacetamide
Huang, Hsiang-Ling,Liu, Lee Tai,Chen, Shyh-Fong,Ku, Hao
, p. 1637 - 1640 (2007/10/03)
In the presence of a chiral BINAP-ruthenium(II) catalyst, asymmetric hydrogenation of β-keto propanoic acid N-methyl amide under 200 psi of hydrogen pressure furnished the corresponding 3-hydroxypropanoic acid N- methyl amide as the single enantiomer. The