7529-63-7Relevant articles and documents
Cleavage∕cross-coupling strategy for converting β-O-4 linkage lignin model compounds into high valued benzyl amines via dual C–O bond cleavage
Jia, Le,Li, Chao-Jun,Zeng, Huiying
, (2021/10/29)
Lignin is the most recalcitrant of the three components of lignocellulosic biomass. The strength and stability of the linkages have long been a great challenge for the degradation and valorization of lignin biomass to obtain bio-fuels and commercial chemicals. Up to now, the selective cleavage of C–O linkages of lignin to afford chemicals contains only C, H and O atoms. Our group has developed a cleavage/cross-coupling strategy for converting 4-O-5 linkage lignin model compounds into high value-added compounds. Herein, we present a palladium-catalyzed cleavage/cross-coupling of the β-O-4 lignin model compounds with amines via dual C–O bond cleavage for the preparation of benzyl amine compounds and phenols.
Copper-Catalyzed Carbonylative Hydroamidation of Styrenes to Branched Amides
Yuan, Yang,Wu, Fu-Peng,Schünemann, Claas,Holz, Jens,Kamer, Paul C. J.,Wu, Xiao-Feng
supporting information, p. 22441 - 22445 (2020/10/12)
Amides are one of the most ubiquitous functional groups in synthetic and medicinal chemistry. Novel and rapid synthesis of amides remains in high demand. In this communication, a general and efficient procedure for branch-selective hydroamidation of vinylarenes with hydroxyamine derivatives enabled by copper catalysis has been developed for the first time. The reaction proceeds under mild conditions and tolerates a broad range of functional groups. Applying a chiral phosphine ligand, an enantioselective variant of this transformation was achieved, affording a variety of chiral α-amides with excellent enantioselectivities (up to 99 % ee) and high yields.
Formal Synthesis of (–)-Perhydrohistrionicotoxin Using a Thorpe-Ziegler Cyclization Approach. Synthesis of Functionalized Aza-Spirocycles
Vu, Van Ha,Bouvry, Christelle,Roisnel, Thierry,Golhen, Stéphane,Hurvois, Jean-Pierre
, p. 1215 - 1224 (2019/01/04)
The formal synthesis of (–)-PHTX is described. Our approach was based on the anodic cyanation of (S)-1-(1-phenylethyl)-piperidine (–)-1 to afford α-aminonitrile 2 in 85 % yield in a 53:47 dr. The presence of the α-phenylethyl group as the chiral auxiliary