147663-61-4Relevant articles and documents
Synthesis of chiral fluorine-containing compounds via Pd-catalyzed asymmetrical allylations of dimethyl 2-fluoromalonate using sulfonamide-pyridine ligands
Zhang, Min,Zhao, Mingzhu,Zheng, Purui,Zhang, Hongbo,Zhao, Xiaoming
, p. 13 - 21 (2016)
Chiral o-aniline sulfoxides serving as chiral sulfurous source were synthesized, from which new sulfonamide-pyridine ligands were made in three-steps. These compounds proved to be efficient S,N-ligands for enantiocontrol of palladium-catalyzed allylic sub
Enantioselective α-functionalization of 1,3-dithianes by iridium-catalyzed allylic substitution
Xie, Xingang,Tang, Shouchu,Wang, Xiaolei,Wang, Panpan,Jiang, Qian,Zhao, Ruibo
, p. 12456 - 12467 (2020/11/09)
An iridium-catalyzed asymmetric allylic substitution reaction with 2-alkoxy carbonyl-1,3-dithianes has been achieved with high regio- and enantioselectivities. The transformation provides a new method for the enantioselective α-functionalization of dithianes. The corresponding dithiane-containing products are easily converted into many other derivatives with high yields and enantioselectivities.
Biocatalytic dynamic kinetic reductive resolution with ketoreductase from: Klebsiella pneumoniae: The asymmetric synthesis of functionalized tetrahydropyrans
Barik, Rasmita,Halder, Joydev,Nanda, Samik
, p. 8571 - 8588 (2019/10/02)
Ketoreductase from growing cells of Klebsiella pneumoniae (NBRC 3319) acts as an efficient reagent for converting racemic α-benzyl/cinnamyl substituted-β-ketoesters to the corresponding β-hydroxy esters with excellent yields and stereoselectivities (ee and de >99 %). The reactions described herein followed a biocatalytic dynamic kinetic reductive resolution (DKRR) pathway, which is reported for the first time with such substrates. It was found that the enzyme system can accept substituted mono-aryl rings with different electronic natures. In addition, it also accepts a substituted naphthyl ring and heteroaryl ring in the α-position of the parent β-ketoester. The synthesized enantiopure β-hydroxy esters were then synthetically manipulated to valuable tetrahydropyran building blocks.