1026704-64-2Relevant articles and documents
Redox deracemization of β,γ-alkynyl α-amino esters
Chen, Lei,Feng, Aili,Feng, Guidong,Liu, Lei,Zhang, Lu,Zhao, Changyin,Zhu, Rongxiu
, p. 4444 - 4449 (2020)
The first non-enzymatic redox deracemization method using molecular oxygen as the terminal oxidant has been described. The one-pot deracemization of β,γ-alkynyl α-amino esters consisted of a copper-catalyzed aerobic oxidation and chiral phosphoric acid-catalyzed asymmetric transfer hydrogenation with excellent functional group compatibility. By using benzothiazoline as the reducing reagent, an exclusive chemoselectivity at the C-N bond over the C-C bond was achieved, allowing for efficient deracemization of a series of α-amino esters bearing diverse α-alkynyl substituent patterns. The origins of chemo- and enantio-selectivities were elucidated by experimental and computational mechanistic investigation. The generality of the strategy is further demonstrated by efficient deracemization of β,γ-alkenyl α-amino esters.
Asymmetric transfer hydrogenation of β,γ-alkynyl α-lmino esters by a bronsted acid
Kang, Qiang,Zhao, Zhuo-An,You, Shu-Li
supporting information; experimental part, p. 2031 - 2034 (2009/04/10)
Asymmetric synthesis of trans-alkenyl α-amino esters was realized by chiral phosphoric acid catalyzed transfer hydrogenatlon of β,γ- alkynyl α-imino esters. Utilizing Hantzsch esters as the hydrogen donor, both the alkyne and Imine moieties of β,γ-alkynyl
