60300-84-7Relevant articles and documents
A gold(i)-catalysed three-component reaction: Via trapping oxonium ylides with allenamides
Liu, Gengxin,Yu, Sifan,Hu, Wenhao,Qiu, Huang
, p. 12675 - 12678 (2019)
A gold(i)-catalysed three-component reaction between alcohols (and water), α-aryl-α-diazoesters and allenamides has been developed, affording three-component products, tert-allylic ethers (and alcohols), in moderate to excellent yields with excellent geom
Asymmetric Counter-Anion-Directed Aminomethylation: Synthesis of Chiral β-Amino Acids via Trapping of an Enol Intermediate
Kang, Zhenghui,Wang, Yongheng,Zhang, Dan,Wu, Ruibo,Xu, Xinfang,Hu, Wenhao
supporting information, p. 1473 - 1478 (2019/01/26)
A novel enantioselective aminomethylation reaction of diazo compound, alcohol and α-aminomethyl ether enabled by asymmetric counteranion-directed catalysis is disclosed that offers an efficient and convenient access to furnish optically active α-hydroxyl-β-amino acids in high yield with high to excellent enantioselectivities. Control experiments and DFT calculations indicate that the transformation proceeds through trapping the in situ generated enol intermediate with methylene iminium ion, and the asymmetric induction was enabled by chiral pentacarboxycyclopentadiene anion via H-bonding and electrostatic interaction.
Silica-supported HClO4 promotes catalytic solvent- and metal-free O-H insertion reactions with diazo compounds
Gallo, Rafael Douglas C.,Burtoloso, Antonio C. B.
, p. 4547 - 4556 (2018/10/17)
Solvent-free O-H insertion reactions in the presence of diazo carbonyl compounds were carried-out in very mild conditions. Unlike the traditional metal-catalysed version, employing rhodium acetate dimer, this method uses eco-friendly silica-supported HClO4 as the catalyst. Only 0.3 mol% of this Br?nsted acid catalyst, that can also be recycled several times, is necessary to guarantee very good yields (up to 97%) in the O-H insertion reactions. Reaction set-up is simple and permitted the preparation of forty-three α-hydroxy and α-alkoxy esters/ketones in just 1 h and at room temperature.