3979-14-4Relevant articles and documents
Hydrogen-Bonding Assisted Catalytic Kinetic Resolution of Acyclic β-Hydroxy Amides
Porey, Arka,Mondal, Bhaskar Deb,Guin, Joyram
, p. 8786 - 8791 (2021/03/17)
Enantioenriched acyclic α-substituted β-hydroxy amides are valuable compounds in chemical, material and medicinal sciences, but their enantioselective synthesis remains challenging. A catalytic kinetic resolution (KR) of such amides with selectivity factor(s) up to >200 is developed via enantioselective acylation of primary alcohol with N-heterocyclic carbene. An enhanced selectivity for the catalytic KR process is realized using cyclic tertiary amine as base additive. Diastereomeric transition state models for the process are proposed to rationalize the origin of enantioselectivity.
Copper-catalyzed intermolecular chloroazidation of α,β-unsaturated amides
Chen, Long,Xing, Haotian,Zhang, Huaibin,Jiang, Zhong-Xing,Yang, Zhigang
supporting information, p. 7463 - 7467 (2016/08/16)
A highly practical copper-catalyzed intermolecular chloroazidation of α,β-unsaturated amides has been described, giving a series of azidochlorides in good-to-excellent yields. The stable azidoiodine(iii) reagent and SOCl2 were used as azide and chlorine sources, respectively. The synthetic applications of this protocol were also explored by a variety of synthetically useful transformations.
Dynamic kinetic resolution of racemic α-sulfonylaldehydes via asymmetric transfer hydrogenation
Wu, Guofeng,Zhu, Jinlong,Ding, Zhenhua,Shen, Zongxuan,Zhang, Yawen
supporting information; experimental part, p. 427 - 429 (2009/05/27)
Hydrogen transfer reduction of α-sulfonylaldehydes using HCOOH-Et3N system as hydrogen source and (S,S)-TsDPEN-based Ru(II) as catalyst proceeds with dynamic kinetic resolution, providing optically active β-sulfonyl primary alcohols in moderate-to-good yields and up to 90% ee.
