156624-78-1Relevant articles and documents
Chiral diene-promoted room temperature conjugate arylation: Highly enantioselective synthesis of substituted chiral phenylalanine derivatives and α,α-di(arylmethyl)acetates
Chen, Jian-Ping,Xu, Ming-Hua
supporting information, p. 4569 - 4574 (2020/07/04)
A highly enantiocontrolled room temperature rhodium-catalyzed conjugate arylation process was developed. The reaction proceeds through 1,4-addition of α-substituted acrylates followed by enantioselective protonation using a C1-symmetric chiral bicyclo[2,2,2] diene as the ligand and water as the proton source. This exceptionally simple protocol provides a reliable and practical access to structurally important phenylalanine derivatives and α,α-di(arylmethyl)acetates in high yields (up to 99%) with good to excellent ee values (up to 99%).
Cation Radical Accelerated Nucleophilic Aromatic Substitution via Organic Photoredox Catalysis
Tay, Nicholas E. S.,Nicewicz, David A.
supporting information, p. 16100 - 16104 (2017/11/22)
Nucleophilic aromatic substitution (SNAr) is a direct method for arene functionalization; however, it can be hampered by low reactivity of arene substrates and their availability. Herein we describe a cation radical-accelerated nucleophilic aromatic substitution using methoxy- and benzyloxy-groups as nucleofuges. In particular, lignin-derived aromatics containing guaiacol and veratrole motifs were competent substrates for functionalization. We also demonstrate an example of site-selective substitutive oxygenation with trifluoroethanol to afford the desired trifluoromethylaryl ether.
Catalytic asymmetric protonation of α-amino acid-derived ketene disilyl acetals using P -Spiro diaminodioxaphosphonium barfates as chiral proton
Uraguchi, Daisuke,Kinoshita, Natsuko,Ooi, Takashi
supporting information; experimental part, p. 12240 - 12242 (2010/11/19)
Chiral diaminodioxaphosphonium salts have been developed and their unique abilities as a chiral proton have been revealed through the establishment of a highly enantioselective protonation of α-amino acid-derived ketene disilyl acetals.