620159-08-2Relevant articles and documents
De Novo Construction of Substituted Terephthalates via Phosphine Catalyzed Domino Benzannulation Reactions
Wang, Dan,Lin, Junhui,Zhu, Yannan,Huang, You
supporting information, p. 1873 - 1877 (2021/02/16)
The robustness of phosphine catalysis enabling the domino benzannulation reactions of allenoates with enamines is described. A broad array of substituted terephthalates were delivered under simple and practical reaction conditions. Furthermore, the reaction could be carried out on a gram scale with higher yield, and various conversions of the terephthalate products demonstrate the versatility of this transformation. (Figure presented.).
Organocatalytic trans Phosphinoboration of Internal Alkynes
Fritzemeier, Russell G.,Nekvinda, Jan,Rosenblum, Carol Ann,Santos, Webster L.,Slebodnick, Carla,Vogels, Christopher M.,Westcott, Stephen A.
supporting information, p. 14358 - 14362 (2020/07/04)
We report the first trans phosphinoboration of internal alkynes. With an organophosphine catalyst, alkynoate esters and the phosphinoboronate Ph2P-Bpin are efficiently converted into the corresponding trans-α-phosphino-β-boryl acrylate products in moderate to good yield with high regio- and Z-selectivity. This reaction operates under mild conditions and demonstrates good atom economy, requiring only a modest excess of the phosphinoboronate. X-ray crystallography experiments allowed structural assignment of the unprecedented and densely functionalized (Z)-α-phosphino-β-boryl acrylate products.
Synthesis of Chiral β-Borylated Carboxylic Esters via Nickel-Catalyzed Asymmetric Hydrogenation
Han, Zhengyu,Liu, Gang,Zhang, Xianghe,Li, Anqi,Dong, Xiu-Qin,Zhang, Xumu
, p. 3923 - 3926 (2019/06/14)
The highly efficient Ni-catalyzed asymmetric hydrogenation of β-boronic ester substituted-α,β-unsaturated carboxylic esters was successfully developed using (S,S)-Ph-BPE as the ligand. A series of chiral β-borylated carboxylic esters were obtained with high yields (94%-99% yields) and excellent enantioselectivities (89%-99% ee). The gram-scale asymmetric hydrogenation with a low catalyst loading (0.25 mol %) and synthetic transformation of hydrogenation product demonstrated the great synthetic utility of this methodology.
